Sulfuric Acid → HCID 70573760, compound
Reaction equation
C[O:2][C:3](=O)[CH2:4][C:5]1[C:9]([NH:10][C:11]2[C:16]([Cl:17])=[CH:15][CH:14]=[CH:13][C:12]=2[Cl:18])=[CH:8][S:7][CH:6]=1.S(=O)(=O)(O)O.[C:25]([OH:29])([CH3:28])([CH3:27])[CH3:26]>>[C:25]([O:29][C:3](=[O:2])[CH2:4][C:5]1[C:9]([NH:10][C:11]2[C:16]([Cl:17])=[CH:15][CH:14]=[CH:13][C:12]=2[Cl:18])=[CH:8][S:7][CH:6]=1)([CH3:28])([CH3:27])[CH3:26]Participants
4
Procedure
316 mg (1 mmole) of 4-(2,6-dichloroanilino)-3-thiophenacetic acid methyl ester are warmed to 60° in 20 ml of tert.-butanol and 2 ml of concentrated sulfuric acid for 2 hours. The excess alcohol is distilled off. Chromatography on a column (silica gel/methylene chloride) gives, in the first fraction, 4-(2,6-dichloroanilino)-3-thiophenacetic acid tert.-butyl ester.
Workup
- distillationThe excess alcohol is distilled off
Sources & evidence
- ORD record
- ord-00c18c7984be48b1a93d666f42ff57cd
- Source dataset
- uspto-grants-1981_06
- Patent number
- US04272507
Reaction notes
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