2-Chloro-N,N-dimethylethylamine → 3-Fluoro-2-nitrophenyl (2-dimethylaminoethyl) ether

HRID 1460371Notes

Reaction equation

[F:1][C:2]1[C:3]([N+:9]([O-:11])=[O:10])=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:18][N:19]([CH3:23])[CH2:20][CH2:21]Cl>>[CH3:18][N:19]([CH3:23])[CH2:20][CH2:21][O:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[C:3]=1[N+:9]([O-:11])=[O:10]

Participants

Reactant 3

HCID 79012-Chloro-N,N-dimethylethylamine

HCID 11430Potassium Carbonate

HCID 27827773-Fluoro-2-nitrophenol

Product 1

HCID 570947623-Fluoro-2-nitrophenyl (2-dimethylaminoethyl) ether

Procedure

1.82g of 3-fluoro-2-nitrophenyl (2-dimethylaminoethyl) ether were prepared in analogous manner to that described in a) above from 2g of 3-fluoro-2-nitrophenol using potassium carbonate and 2-dimethylaminoethyl chloride generated from the more stable hydrochloride salt.

Sources & evidence

ORD record: ord-2015a364b4e54fa6ae38fbc4be1d3742
Source dataset: uspto-grants-1991_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05071468

Reaction notes

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