Water → [3-(4-Chloro-pyridin-2-yl)-thiophen-2-yl]-methanol
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]2[CH:12]=[CH:11][S:10][C:9]=2[CH:13]=[O:14])[CH:3]=1.[BH4-].[Na+].O>CCO>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]2[CH:12]=[CH:11][S:10][C:9]=2[CH2:13][OH:14])[CH:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 3-(4-chloro-pyridin-2-yl)-thiophene-2-carbaldehyde (30 mg, 0.13 mmol) in EtOH (1 mL) was added NaBH4 (50 mg, 1.3 mmol) at 0° C. The resulting mixture was stirred at room temperature overnight, then was poured into water and extracted with CH2Cl2. The organic layer was dried and concentrated to yield [3-(4-chloro-pyridin-2-yl)-thiophen-2-yl]-methanol as an oil.
Workup
- extractionextracted with CH2Cl2
- customThe organic layer was dried
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-506aab89c2da4885996c6d4ccd85ebbc
- Source dataset
- uspto-grants-2011_09
- Patent number
- US08022209B2
Reaction notes
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