Methanol → 4-(3-tert-Butyl-4-methoxybenzoyloxyethyl)benzenemethanol

HRID 235319Notes

Reaction equation

HRID 235319 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH:20]=[CH:21][C:22]=1[O:23][CH3:24])[C:8]([O:10][CH2:11]C1C=CC(C=O)=CC=1)=[O:9])([CH3:4])([CH3:3])[CH3:2].[CH2:25]1[CH2:29][O:28][CH2:27][CH2:26]1.CO.[BH4-].[Na+]>O>[C:1]([C:5]1[CH:6]=[C:7]([CH:20]=[CH:21][C:22]=1[O:23][CH3:24])[C:8]([O:10][CH2:11][CH2:22][C:5]1[CH:27]=[CH:26][C:25]([CH2:29][OH:28])=[CH:2][CH:1]=1)=[O:9])([CH3:3])([CH3:4])[CH3:2]

Participants

6

Reactant 4

HCID 887MethanolHCID 8028TetrahydrofuranHCID 4311764Sodium borohydrideHCID 214745254-(3-tert-Butyl-4-methoxybenzoyloxymethyl)benzaldehyde

Product 1

HCID 538480554-(3-tert-Butyl-4-methoxybenzoyloxyethyl)benzenemethanol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.6 g (5 mmol) of the aldehyde obtained in Example 45, 50 ml of THF and 50 ml of methanol are introduced into a round-bottomed flask. 100 mg (2.5 mmol) of sodium borohydride are added in small portions and the mixture is stirred at room temperature for 4 h. The reaction medium is poured into water, the mixture is extracted with ethyl ether and the organic phase is separated after settling has taken place, dried over magnesium sulphate and evaporated.

Workup

  1. extractionthe mixture is extracted with ethyl ether
  2. customthe organic phase is separated after settling
  3. dry with materialdried over magnesium sulphate
  4. customevaporated

Sources & evidence

ORD record
ord-9f4bd2205b2e42ceba968bdc02156d6e
Source dataset
uspto-grants-1997_01
Patent number
US05597839

Reaction notes

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