Hydrochloric Acid → (2-Amino-6-fluoro-phenyl)-o-tolyl-methanone

HRID 1294569Notes

Reaction equation

[F:1][C:2]1[C:3]([C:12](=[O:20])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH3:19])=[C:4]([NH:8]C(=O)C)[CH:5]=[CH:6][CH:7]=1.Cl.O.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[NH2:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[C:3]=1[C:12]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH3:19])=[O:20]

Participants

Conditions

Temperature: 70 °C

Procedure

142 mg (0.52 mmol) N-[3-fluoro-2-(2-methyl-benzoyl)-phenyl]-acetamide are dissolved in 2 ml of ethanol, combined with 2 ml of conc. hydrochloric acid and stirred for 4 h at 70° C. Then the reaction mixture is stirred into 30 ml dist. water, adjusted to pH 7 with sodium carbonate and extracted three times with 10 ml of ethyl acetate. Then the organic phase is dried with MgSO4 and the solvent is eliminated in vacuo.

Workup

stirringThen the reaction mixture is stirred into 30 ml dist
extractionextracted three times with 10 ml of ethyl acetate
dry with materialThen the organic phase is dried with MgSO4

Sources & evidence

ORD record: ord-fe5e17c8541246c4a9fdfc9f3fed9baa
Source dataset: uspto-grants-2007_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07241769B2

Reaction notes

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