4-Chlorophenol → Ethyl 3-(4-benzyloxyphenyl)-2-(4-chlorophenoxy)propionate

HRID 1860072Notes

Reaction equation

[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH:16]([O:22]S(C)(=O)=O)[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:27][C:28]1[CH:33]=[CH:32][C:31](O)=[CH:30][CH:29]=1.C(=O)([O-])[O-].[K+].[K+]>>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH:16]([O:22][C:31]2[CH:32]=[CH:33][C:28]([Cl:27])=[CH:29][CH:30]=2)[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 3

HCID 46844-Chlorophenol

HCID 11430Potassium Carbonate

HCID 18625936Ethyl 3-(4-benzyloxyphenyl)-2-methanesulfonyloxypropionate

Product 1

HCID 18625711Ethyl 3-(4-benzyloxyphenyl)-2-(4-chlorophenoxy)propionateYield 62.6%

Procedure

In a similar manner to that described in Reference example 35(b), a reaction was carried out using ethyl 3-(4-benzyloxyphenyl)-2-methanesulfonyloxypropionate (8.82 g), which is the product of Reference example 35(a), 4-chlorophenol (3.00 g) and potassium carbonate (6.44 g) and the reaction mixture was treated to afford the desired compound (5.99 g) as colorless crystals.

Workup

additionthe reaction mixture was treated

Sources & evidence

ORD record: ord-a4144aff27b24ce9b0fb3b94f7ce7066
Source dataset: uspto-grants-2003_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06528525B1

Reaction notes

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