Oxygen → 3'-Chloro-5'-methoxyacetophenone

HRID 532374Notes

Reaction equation

HRID 532374 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([O:11][CH3:12])[CH:10]=1)[C:5]([OH:7])=O.O=[O+][O-].O=O.S(Cl)(Cl)=O.Cl.[CH3:23]NOC.C[Mg]Br>>[Cl:1][C:2]1[CH:3]=[C:4]([C:5](=[O:7])[CH3:23])[CH:8]=[C:9]([O:11][CH3:12])[CH:10]=1

Participants

7

Reactant 6

HCID 977OxygenHCID 24386Thionyl ChlorideHCID 24823OzoneHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 129093413-Chloro-5-methoxybenzoic acidHCID 178418573HCID 178418573, compound

Product 1

HCID 134938543'-Chloro-5'-methoxyacetophenone

Procedure

3-Chloro-5-methoxybenzoic acid (3 g) was reacted analogously to O3.043/O2.043 with thionyl chloride (23.3 ml) and N,O-dimethylhydroxylamine hydrochloride (1.57 g) and methylmagnesium bromide (8.91 ml). 2.42 g were obtained.

Workup

  1. custom2.42 g were obtained

Sources & evidence

ORD record
ord-f803a816990c46edb9a206e3457adb9b
Source dataset
uspto-grants-2014_10
Patent number
US08853206B2

Reaction notes

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