1.1
Reagents:
Dess-Martin periodinane
Solvents:
Dichloromethane
;
1 h, rt
2.1
Reagents:
Butyllithium
Solvents:
Tetrahydrofuran
,
Hexane
;
30 min, 0 °C
2.2
Solvents:
Tetrahydrofuran
;
5 h, 0 °C → rt
2.3
Reagents:
Ammonium chloride
Solvents:
Water
3.1
Reagents:
Acetic acid
Solvents:
Water
;
0.5 h, 60 °C; 60 °C → rt
3.2
Reagents:
Sodium bicarbonate
Solvents:
Water
;
pH 7
3.3
Reagents:
Dess-Martin periodinane
Solvents:
Dichloromethane
;
1 h, rt
3.4
Reagents:
Hydrochloric acid
Solvents:
Tetrahydrofuran
,
Water
;
7 h, rt
4.1
Reagents:
4-(Dimethylamino)pyridine
;
8 h, rt