4-Chlorophenol → HCID 12531897, compound

HRID 1863342Notes

Reaction equation

HRID 1863342 reaction equation
Br[CH:2]([C:7]1[CH:12]=[CH:11][C:10]([S: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].[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][CH:23]=1>>[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([O:28][CH:2]([C:7]2[CH:12]=[CH:11][C:10]([S:13][C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=3)=[CH:9][CH:8]=2)[C:3]([O:5][CH3:6])=[O:4])=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 46844-ChlorophenolHCID 20392605HCID 20392605, compound

Product 1

HCID 12531897HCID 12531897, compoundYield 62%

Procedure

In a manner similar to Example 16, 7.43 g of methyl α-bromo-α-[p-(p-chlorophenylthio)phenyl]acetate was reacted with 3.21 g of p-chlorophenol. Ether workup, chromatography and recrystallization from 150 ml of hexane:chloroform (15:1) yielded 5.2 g of a white solid, mp 90.5°-94.5° C.

Workup

  1. customEther workup, chromatography and recrystallization from 150 ml of hexane:chloroform (15:1)

Sources & evidence

ORD record
ord-3c890546c20546d9bcfe0f629fa253de
Source dataset
uspto-grants-1979_09
Patent number
US04168385

Reaction notes

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