2-Chloroanisole → 6-Bromo-1-(3-chloro-4-methoxyphenyl)-1-hexanone

HRID 344260Notes

Reaction equation

HRID 344260 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7](Cl)=[O:8].[Cl:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[O:17][CH3:18].[Cl-].[Al+3].[Cl-].[Cl-]>>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([C:15]1[CH:14]=[CH:13][C:12]([O:17][CH3:18])=[C:11]([Cl:10])[CH:16]=1)=[O:8]

Participants

4

Reactant 3

HCID 130112-ChloroanisoleHCID 898486-Bromohexanoyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 544516236-Bromo-1-(3-chloro-4-methoxyphenyl)-1-hexanoneYield 32.8%

Procedure

6-Bromohexanoyl chloride (2.0 g), 2-chloroanisole (1.17 g) and aluminum chloride (1.12 g) were reacted and treated in the same manner as in Preparation Example 105 to give 0.86 g of 6-bromo-1-(3-chloro-4-methoxyphenyl)-1-hexanone.

Workup

  1. additiontreated in the same manner as in Preparation Example 105

Sources & evidence

ORD record
ord-6677ed8115f046db8e3284ab9b2038e1
Source dataset
uspto-grants-1999_01
Patent number
US05864039

Reaction notes

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