Acetyl chloride → 2-Acetoxy-N-{3,5-bis[(1,1-dimethyl)ethyl]phenyl}-5-chlorobenzamide

HRID 2384456Notes

Reaction equation

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

Participants

Reactant 2

HCID 6367Acetyl chloride

HCID 666571485-chloro-N-(3,5-ditert-butylphenyl)-2-hydroxy-benzamide

Product 1

HCID 666571322-Acetoxy-N-{3,5-bis[(1,1-dimethyl)ethyl]phenyl}-5-chlorobenzamideYield 66.1%

Procedure

Using N-{3,5-bis[(1,1-dimethyl)ethyl]phenyl}-5-chloro-2-hydroxybenzamide and acetyl chloride as the raw materials, the same operation as the example 96 gave the title compound.

Sources & evidence

ORD record: ord-bdcdad02e598428184b0f0851e3a175d
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08263657B2

Reaction notes

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