Phenol, 3-(1,1-dimethylethyl)- → Methyl alpha-(m-tert-butylphenoxy)-alpha-[p-(p-chlorophenoxy)phenyl]acetate

HRID 1863297Notes

Reaction equation

HRID 1863297 reaction equation
Br[CH:2]([C:7]1[CH:12]=[CH:11][C:10]([O:13][C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)=[CH:9][CH:8]=1)[C:3]([O:5][CH3:6])=[O:4].[C:21]([C:25]1[CH:26]=[C:27]([OH:31])[CH:28]=[CH:29][CH:30]=1)([CH3:24])([CH3:23])[CH3:22]>CO>[C:21]([C:25]1[CH:26]=[C:27]([CH:28]=[CH:29][CH:30]=1)[O:31][CH:2]([C:7]1[CH:12]=[CH:11][C:10]([O:13][C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)=[CH:9][CH:8]=1)[C:3]([O:5][CH3:6])=[O:4])([CH3:24])([CH3:22])[CH3:23]

Participants

4

Reactant 2

HCID 11450Phenol, 3-(1,1-dimethylethyl)-HCID 20392594Methyl alpha-Bromo-alpha-[p-(p-chlorophenoxy)phenyl]acetate

Product 1

HCID 12531847Methyl alpha-(m-tert-butylphenoxy)-alpha-[p-(p-chlorophenoxy)phenyl]acetate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In an identical manner as in Example 39, 7.11 g of methyl α-bromo-α-[p-(p-chlorophenoxy)phenyl]acetate is reacted with 3.75 g of 3-tert-butylphenol in methanol to give a yellow oil. Fractional bulb-to-bulb distillation gives the product as a viscous yellow oil (182° C. @ 0.05 mm).

Workup

  1. customto give a yellow oil
  2. distillationFractional bulb-to-bulb distillation

Sources & evidence

ORD record
ord-a9d93e6ef25e4d58aff53e0e6ddb5dac
Source dataset
uspto-grants-1979_09
Patent number
US04168385

Reaction notes

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