Water → [3-(4-Chloro-pyridin-2-yl)-thiophen-2-yl]-methanol

HRID 910682Notes

Reaction equation

HRID 910682 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]=1

Participants

5

Reactant 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 866286363-(4-Chloro-pyridin-2-yl)-thiophene-2-carbaldehyde

Product 1

HCID 67387562[3-(4-Chloro-pyridin-2-yl)-thiophen-2-yl]-methanol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

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

  1. extractionextracted with CH2Cl2
  2. customThe organic layer was dried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-506aab89c2da4885996c6d4ccd85ebbc
Source dataset
uspto-grants-2011_09
Patent number
US08022209B2

Reaction notes

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