Sodium borohydride → [2-(4-Chlorophenyl)selenazol-5-yl]methanol
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[Se:9][C:10]([CH:13]=[O:14])=[CH:11][N:12]=2)=[CH:4][CH:3]=1.[BH4-].[Na+]>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[Se:9][C:10]([CH2:13][OH:14])=[CH:11][N:12]=2)=[CH:6][CH:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
To a suspension of 2-(4-chlorophenyl)selenazole-5-carbaldehyde (130 mg, 0.48 mmol) in methanol (5 ml) is added sodium borohydride (19 mg, 0.5 mmol) at 0° C. The reaction mixture is stirred at 0° C. for 0.5 hour. The reaction mixture is quenched with saturated aqueous ammonium chloride solution (10 ml), and extracted with dichloromethane (3×25 ml). The combined organic extracts are dried over anhydrous magnesium sulfate, filtered and the filtrate is evaporated to dryness to give [2-(4-chlorophenyl)selenazol-5-yl]methanol (127 mg).
Workup
- customThe reaction mixture is quenched with saturated aqueous ammonium chloride solution (10 ml)
- extractionextracted with dichloromethane (3×25 ml)
- dry with materialThe combined organic extracts are dried over anhydrous magnesium sulfate
- filtrationfiltered
- customthe filtrate is evaporated to dryness
Sources & evidence
- ORD record
- ord-c11a3ae14dce4526b5d7bc55498f454f
- Source dataset
- uspto-grants-2013_09
- Patent number
- US08541594B2
Reaction notes
Loading…