Sodium borohydride → HCID 28318278, compound

HRID 2177359Notes

Reaction equation

HRID 2177359 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:10]([CH:14]=[O:15])=[CH:11][S:12][CH:13]=2)=[CH:5][CH:4]=1)[CH3:2].[BH4-].[Na+]>CO>[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]([C:9]2[C:10]([CH2:14][OH:15])=[CH:11][S:12][CH:13]=2)=[CH:7][CH:8]=1)[CH3:2]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 90418324HCID 90418324, compound

Product 1

HCID 28318278HCID 28318278, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 4-(4-ethylphenyl)thiophene-3-carbaldehyde (0.44 g, 2.03 mmol) in MeOH (5 mL) was added sodium borohydride (144 mg, 3.812 mmol) under argon at 0° C. The resulting mixture was stirred at room temperature for 2 h. The residue was extracted with EtOAc, dried over Na2SO4 and purification was conducted using CombiFlash (eluent: 10% EtOAc in heptane to 20% to 40) to afford the title product as a white solid (0.43 g, 97% yield).

Workup

  1. extractionThe residue was extracted with EtOAc
  2. dry with materialdried over Na2SO4 and purification

Sources & evidence

ORD record
ord-824d96e275794c8086ec6039097aaf6d
Source dataset
uspto-grants-2015_06
Patent number
US09067898B1

Reaction notes

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