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Sodium borohydride → (2-Isopropyl-6-methylphenyl)methanol

HRID 427511
Notes
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Reaction equation

HRID 427511 reaction equation
[CH:1]([C:4]1[CH:11]=[CH:10][CH:9]=[C:8]([CH3:12])[C:5]=1[CH:6]=[O:7])([CH3:3])[CH3:2].[BH4-].[Na+]>CO>[CH:1]([C:4]1[CH:11]=[CH:10][CH:9]=[C:8]([CH3:12])[C:5]=1[CH2:6][OH:7])([CH3:3])[CH3:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 124670472-Isopropyl-6-methylbenzaldehyde

Product 1

HCID 18357444(2-Isopropyl-6-methylphenyl)methanolYield 98%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-isopropyl-6-methylbenzaldehyd (1.75 g, 10.8 mmol) in methanol (15 ml) was added sodium borohydride (0.35 g, 9.5 mmol) and the mixture was stirred 1 h. at room temperature. The solvent was evaporated under reduced pressure and to the residue was added hexane and water. The organic layer was separated and evaporated under reduced pressure to give 1.73 g (98%) of the title compound as an oil.

Workup

  1. customThe solvent was evaporated under reduced pressure and to the residue
  2. additionwas added hexane and water
  3. customThe organic layer was separated
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-e446b94faa7448ce83e2e8534874030c
Source dataset
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06313137B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes