Potassium Carbonate → Methyl 4-(4-methoxybenzoyl)phenoxyacetate

HRID 1649957Notes

Reaction equation

HRID 1649957 reaction equation
[OH:1][C:2]1[CH:17]=[CH:16][C:5]([C:6]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].Br[CH2:25][C:26]([O:28][CH3:29])=[O:27]>CC(C)=O>[CH3:15][O:14][C:11]1[CH:12]=[CH:13][C:8]([C:6]([C:5]2[CH:16]=[CH:17][C:2]([O:1][CH2:25][C:26]([O:28][CH3:29])=[O:27])=[CH:3][CH:4]=2)=[O:7])=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 60984Methyl bromoacetateHCID 186743Methanone, (4-hydroxyphenyl)(4-methoxyphenyl)-

Product 1

HCID 13966815Methyl 4-(4-methoxybenzoyl)phenoxyacetate

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

29.1 g of 4-hydroxy-4'-methoxybenzophenone (R. Martin et al., Monatsh, Chemie 110, 1057-1066 (1979)) are dissolved in 400 ml of dry acetone. Then, while stirring, 19.3 g of finely powdered K2CO3 and 16 ml of methyl bromoacetate are added, and the mixture is stirred at room temperature. The reaction is complete after 2 days. The precipitated mixture of salt and substance is filtered off with suction, and the filtrate is concentrated. Both residues are suspended in water, and the pH is adjusted to 3 with 2N HCl. The solid is filtered off with suction, washed with water and dried under high vacuum in a desiccator.

Workup

  1. stirringthe mixture is stirred at room temperature
  2. additionThe precipitated mixture of salt and substance
  3. filtrationis filtered off with suction
  4. concentrationthe filtrate is concentrated
  5. filtrationThe solid is filtered off with suction
  6. washwashed with water
  7. customdried under high vacuum in a desiccator

Sources & evidence

ORD record
ord-ae974e2bef0949ddaa69cfa88c45f52d
Source dataset
uspto-grants-1990_05
Patent number
US04922015

Reaction notes

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