Hydrochloric Acid → 2-[2-Nitro-3-(2-fluorophenoxy)phenyl]acetic acid

HRID 2418323Notes

Reaction equation

[N+:1]([C:4]1[C:9](Cl)=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:11][C:12]([O:14]CC)=[O:13])([O-:3])=[O:2].[F:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[OH:24].C(=O)([O-])[O-].[K+].[K+].Cl>O>[N+:1]([C:4]1[C:9]([O:24][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[F:17])=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:11][C:12]([OH:14])=[O:13])([O-:3])=[O:2]

Participants

Conditions

Temperature: 130 °C

Procedure

A mixture of ethyl 2-(2-nitro-3-chlorophenyl)acetate (10 g.), 2-fluorophenol (5.8 g.), anhydrous potassium carbonate (8.5 g.) and cupric oxide (1 g.) was stirred for 5 hours at 130° C. To the reaction mixture was added conc. hydrochloric acid and water, and the mixture was extracted with benzene. The extract was washed with water, dried over magnesium sulfate and then evaporated under reduced pressure to give oily 2-[2-nitro-3-(2-fluorophenoxy)phenyl]acetic acid.

Workup

extractionthe mixture was extracted with benzene
washThe extract was washed with water
dry with materialdried over magnesium sulfate
customevaporated under reduced pressure

Sources & evidence

ORD record: ord-b58ecbaccc6d4a70a090ee42d416affc
Source dataset: uspto-grants-1984_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04472433

Reaction notes

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