Circuito sintetico 1
1.1
Reagents:
Sulfuric acid
Solvents:
Ethanol
Riferimento
Action of Dilute Sulfuric Acid on Phenyl- and p-Tolylhydroxylamine (in the Presence and Absence of Phenol)
Bamberger, Eug.,
Annalen der Chemie,
1912,
390,
131-90
Circuito sintetico 2
1.1
Reagents:
Acetic acid
,
N-Methyl-2-pyrrolidone
,
Oxygen
Catalysts:
Cuprate(1-), trichloro-, lithium, dihydrate
Solvents:
Methyl isobutyl ketone
,
Water
;
24 h, 700 kPa, 50 °C
1.2
Reagents:
Hydrogen
Catalysts:
Nickel
Solvents:
Water
;
5.5 h, 630 kPa, 80 °C
Riferimento
Processes for production of benzoquinones by oxidation of aromatic hydroxy compounds over copper catalyst followed by reduction to hydroquinones
,
United States,
,
,
Circuito sintetico 3
1.1
Catalysts:
Palladium
(diphenyl-2-pyridylphosphine complex, porous organic polymer supported)
,
Pyridine, 2-[bis(4-ethenylphenyl)phosphino]-, homopolymer
(palladium complex)
Solvents:
Dimethylacetamide
;
rt → 140 °C; 12 h, 1 atm, 140 °C
Riferimento
Pd0-PyPPh2@porous organic polymer: Efficient heterogeneous nanoparticle catalyst for dehydrogenation of 3-methyl-2-cyclohexen-1-one without extra oxidants and hydrogen acceptors
Chen, Xingkun;
Wang, Wenlong;
Zhu, Hejun;
Yang, Wenshao;
Ding, Yunjie,
Molecular Catalysis,
2018,
456,
49-56
Circuito sintetico 4
1.1
Reagents:
Sulfuric acid
Catalysts:
Aluminum
Solvents:
Water
;
rt → 86 °C; 30 min, 86 °C; 60 min, 86 °C; 86 °C → 25 °C
Riferimento
Synthesis process for 2-methyl-1,4-dihydroxybenzene
Sun, Xiaobo;
Jiang, Denggao;
Liu, Guoji;
Ren, Ke,
Huagong Shikan,
2005,
19(10),
24-26
Circuito sintetico 5
1.1
Reagents:
Sulfuric acid
Solvents:
Water
;
30 min, 86 °C; 1 h, 86 °C
Riferimento
Improvement of the synthesis process of methyhydroquinone
Sun, Xiaobo;
Jiang, Denggao;
Wang, Xunqiu;
Zhou, Cairong;
Ren, Ke,
Henan Huagong,
2003,
(2),
15-16
Circuito sintetico 6
1.1
Reagents:
1-Methyl-1,4-cyclohexadiene
Catalysts:
Trifluoroacetic acid
Solvents:
Toluene
;
2 h, 30 °C
Riferimento
1-Methyl-1,4-cyclohexadiene as a Traceless Reducing Agent for the Synthesis of Catechols and Hydroquinones
Baschieri, Andrea
;
Amorati, Riccardo
;
Valgimigli, Luca
;
Sambri, Letizia,
Journal of Organic Chemistry,
2019,
84(21),
13655-13664
Circuito sintetico 7
1.1
Reagents:
Sodium bisulfite
Riferimento
Synthesis of 4,7-dimethoxyindoles bearing substituents at the C-5 and C-6 positions and studies on their demethylation products
Malesani, Giorgio;
Galiano, Fabio;
Ferlin, Maria Grazia;
Masiero, Sergio,
Journal of Heterocyclic Chemistry,
1980,
17(3),
563-9
Circuito sintetico 8
1.1
Reagents:
Potassium carbonate
Solvents:
Ethanol
,
Water
;
reflux; 1 h, reflux; 3 h, reflux
1.2
Reagents:
Hydrochloric acid
Solvents:
Water
;
neutralized, reflux
Riferimento
Green, lithium salt-free synthesis of 2-alkylated 1,4-benzenediols in hydroalcoholic media
Peixoto de Abreu Lima, Alejandro;
Graziano, Natali;
Pandolfi, Enrique,
Green Chemistry Letters and Reviews,
2016,
9(4),
210-215
Circuito sintetico 9
1.1
Reagents:
Ammonium formate
Catalysts:
Palladium
Solvents:
Methanol
;
5 min, reflux
Riferimento
An efficient reduction of quinones by formate-palladium/carbon system
Pande, Poorn Prakash,
Asian Journal of Chemistry,
2010,
22(4),
2549-2553
Circuito sintetico 10
1.1
Reagents:
Triethylamine
,
Ethyl chloroformate
Solvents:
Tetrahydrofuran
;
0 °C; 3 h, 0 °C
1.2
Reagents:
Sodium borohydride
Solvents:
Tetrahydrofuran
,
Water
;
0 °C; 3 h, rt; 0 °C → rt; 1 h, rt
1.3
Reagents:
Hydrochloric acid
Solvents:
Tetrahydrofuran
,
Water
;
neutralized, rt
Riferimento
An easy two-step reduction of salicylic acids and alcohols to 2-methylphenols
Mazzini, Francesco;
Salvadori, Piero,
Synthesis,
2005,
(15),
2479-2481
Circuito sintetico 11
1.1
Reagents:
Sulfuric acid
Solvents:
Water
Riferimento
Synthesis of methylhydroquinone
Zhang, Li-yang;
Jiang, Deng-gao;
Zhou, Cai-rong;
Liu, Qi-yu;
Jiang, Xue-gen,
Jingxi Huagong,
2000,
17(12),
735-737
Circuito sintetico 12
1.1
Reagents:
Sulfuric acid
,
Hydrogen peroxide
Solvents:
Water
;
6 h, rt
1.2
Reagents:
Sodium carbonate
Solvents:
Water
;
neutralized, rt
Riferimento
Selective electro-oxidation of phenol to 1,4-hydroquinone employing carbonaceous electrodes: surface modification is the key
Baravkar, Mayur D.;
Prasad, Bhagavatula L. V.,
New Journal of Chemistry,
2022,
46(5),
2518-2525
Circuito sintetico 13
1.1
Reagents:
Hydrogen
Catalysts:
Palladium
Solvents:
Ethyl acetate
Riferimento
Synthesis of (±)-6-hydroxy-3,4-dihydro-4,7-dimethylbenzo-1-pyran-2(H)-one, a tetranorsesquiterpenoid
Nadkarni, K. K.;
Kamat, S. P.;
Paknikar, S. K.,
Indian Journal of Chemistry,
1994,
(5),
432-5
Circuito sintetico 14
1.1
Reagents:
Chlorotrimethylsilane
,
1,1,3,3-Tetramethyldisiloxane
,
Sodium iodide
Solvents:
Dichloromethane
Riferimento
Ionic and organometallic-catalyzed organosilane reductions
Larson, Gerald L.;
Fry, James L.,
Organic Reactions (Hoboken,
2008,
71,
1-737
Circuito sintetico 15
1.1
Reagents:
Chlorotrimethylsilane
,
1,1,3,3-Tetramethyldisiloxane
,
Sodium iodide
Solvents:
Acetonitrile
,
Dichloromethane
Riferimento
Reagents and synthetic methods. 57. Reduction of carbonyl compounds promoted by silicon hydrides under the influence of trimethylsilyl-based reagents
Aizpurua, Jesus M.;
Lecea, Begona;
Palomo, Claudio,
Canadian Journal of Chemistry,
1986,
64(12),
2342-7
Circuito sintetico 16
1.1
Reagents:
Sodium azide
Solvents:
Acetone
,
Water
;
5 - 12 h, rt
Riferimento
Simple, mild, and efficient method for the reduction of 1,4-benzoquinones to hydroquinones by the action of NaN3
Algi, Fatih;
Balci, Metin,
Synthetic Communications,
2006,
36(16),
2293-2297
Circuito sintetico 17
1.1
Reagents:
Sodium hydroxide
,
Sodium persulfate
Solvents:
Water
Riferimento
Supported metalated phthalocyanine as catalyst for oxidation by molecular oxygen. Synthesis of quinones and carbonyl compounds
Villemin, Didier;
Hammadi, Mohamed;
Hachemi, Messaoud,
Synthetic Communications,
2002,
32(10),
1501-1515
Circuito sintetico 18
1.1
Reagents:
Hydrogen peroxide
Catalysts:
Benzyltriethylammonium chloride
,
Titanium superoxide (Ti(O2)2)
Solvents:
Water
;
rt → 60 °C; 50 - 60 °C; 1 h, 50 - 60 °C; 60 °C → rt
1.2
Reagents:
Hydrogen
Catalysts:
Nickel
;
> 10 h, 0.6 MPa, 100 °C; 5 min, reflux
Riferimento
Method for preparation of 2-methylhydroquinone
,
China,
,
,
Circuito sintetico 19
1.1
Reagents:
Sodium dodecyl sulfate
,
Ceric ammonium nitrate
Solvents:
Acetic acid
,
Water
1.2
Reagents:
Hydrogen peroxide
Solvents:
Acetic acid
,
Water
Riferimento
Hydroxylation of alkylphenols by cerium(IV) in conjunction with hydrogen peroxide and sodium dodecyl sulfate
Chawla, H. Mohindra;
Sharma, S. Kumar;
Chakrabarty, K.;
Bhanumati, S.,
Journal of the Chemical Society,
1988,
(2),
128-9
Circuito sintetico 20
1.1
Reagents:
Butyllithium
,
N,N,N′,N′-Tetramethylethylenediamine
Riferimento
The generation of C,O,O-trilithiated derivatives of dihydric phenols
Saa, Jose M.;
Morey, Jeroni;
Suner, Guillem;
Frontera, Antoni;
Costa, Antoni,
Tetrahedron Letters,
1991,
32(49),
7313-16