1.1
Solvents:
Dichloromethane
;
rt
1.2
Reagents:
Oxalyl chloride
;
rt
1.3
Catalysts:
Dimethylformamide
;
1 h, rt
1.4
Solvents:
Dichloromethane
;
rt → 0 °C
1.5
0 °C; 0 °C → rt; 5 h, rt
1.6
Solvents:
Methanol
;
rt
1.7
Catalysts:
Palladium
;
rt
1.8
Reagents:
Hydrogen
;
3 h, 1 atm, rt
2.1
Solvents:
Tetrahydrofuran
;
rt → 0 °C
2.2
Reagents:
(Dimethyl sulfide)trihydroboron
Solvents:
Tetrahydrofuran
;
0 °C; 0 °C → rt; 1 h, rt; rt → reflux; 3 h, reflux; reflux → rt
2.3
Reagents:
Hydrochloric acid
Solvents:
Water
;
30 min, rt; rt → 0 °C
2.4
Reagents:
Sodium hydroxide
Solvents:
Water
;
neutralized, rt