Potassium Acetate → Benzenemethanol, 3,5-bis(1,1-dimethylethyl)-4-hydroxy-, 1-acetate

HRID 1004438

Reaction equation

HRID 1004438 reaction equation
Cl[CH2:2][C:3]1[CH:8]=[C:7]([C:9]([CH3:12])([CH3:11])[CH3:10])[C:6]([OH:13])=[C:5]([C:14]([CH3:17])([CH3:16])[CH3:15])[CH:4]=1.[C:18]([O-:21])(=[O:20])[CH3:19].[K+]>CC(C)=O>[C:18]([O:21][CH2:2][C:3]1[CH:8]=[C:7]([C:9]([CH3:12])([CH3:11])[CH3:10])[C:6]([OH:13])=[C:5]([C:14]([CH3:17])([CH3:16])[CH3:15])[CH:4]=1)(=[O:20])[CH3:19]

Participants

4

Reactant 2

HCID 517044Potassium AcetateHCID 123786012,6-Di-tert-butyl-4-(chloromethyl)phenol

Product 1

HCID 84404Benzenemethanol, 3,5-bis(1,1-dimethylethyl)-4-hydroxy-, 1-acetateYield 45%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
20 °C

Procedure

A mixture of 4-chloromethyl-2,6-di-t-butylphenol (2.55 g) and potassium acetate (0.98 g) in acetone (30 mL) was stirred at 20° C. for 24 hours. After evaporation of the solvent the residue was partioned between water and n-hexane. The hexane extract was concentrated and the residue slurried in n-hexane (6 mL) at about 0° C. The crystals were collected via filtration and dried to give 1.54 g, 45% yield, of the title compound.

Workup

  1. customAfter evaporation of the solvent the residue
  2. extractionThe hexane extract
  3. concentrationwas concentrated
  4. customslurried in n-hexane (6 mL) at about 0° C
  5. filtrationThe crystals were collected via filtration
  6. customdried
  7. customto give 1.54 g, 45% yield

Sources & evidence

ORD record
ord-c9941dd45f3945949a83a9d18e02784d
Source dataset
uspto-grants-2000_04
Patent number
US06048995

Linked notes

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