Phenacyl bromide → N-methyl-N-[2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenyl]benzoylmethoxyamine

HRID 370377Notes

Reaction equation

[C:1]([CH2:9]Br)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:11][N:12]([OH:34])[C:13]1[CH:18]=[C:17]([O:19][C:20]2[CH:25]=[CH:24][C:23]([C:26]([F:29])([F:28])[F:27])=[CH:22][C:21]=2[Cl:30])[CH:16]=[CH:15][C:14]=1[N+:31]([O-:33])=[O:32]>>[CH3:11][N:12]([O:34][CH2:9][C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:13]1[CH:18]=[C:17]([O:19][C:20]2[CH:25]=[CH:24][C:23]([C:26]([F:28])([F:27])[F:29])=[CH:22][C:21]=2[Cl:30])[CH:16]=[CH:15][C:14]=1[N+:31]([O-:33])=[O:32]

Participants

Reactant 2

HCID 6259Phenacyl bromide

HCID 20275650HCID 20275650, compound

Product 1

HCID 20275708N-methyl-N-[2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenyl]benzoylmethoxyamine

Procedure

Following the procedure of Example 14, benzoylmethyl bromide is reacted with N-methyl-N-[2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenyl]hydroxyamine to give N-methyl-N-[2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenyl]benzoylmethoxyamine (IVA; R3 is H, n is one, and R4 is phenyl).

Sources & evidence

ORD record: ord-decadee382594adab8c7c8fea9e3424d
Source dataset: uspto-grants-1985_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04526608

Reaction notes

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