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

HRID 1378634Notes

Reaction equation

HRID 1378634 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][C:12]1[CH:19]=[CH:18][C:15]([CH:16]=[O:17])=[CH:14][CH:13]=1)=[O:9])([CH3:4])([CH3:3])[CH3:2].C1COCC1.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][C:12]1[CH:13]=[CH:14][C:15]([CH2:16][OH:17])=[CH:18][CH:19]=1)=[O:9])([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 4

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

Product 1

HCID 214745324-(3-tert-Butyl-4-methoxybenzoyloxymethyl)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-4f9d7bee45dc4035aeb87ad141ca52c4
Source dataset
uspto-grants-1997_09
Patent number
US05668156

Reaction notes

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