2-[m-(3-Chloro-2,2,3-trifluoropropionamido)-phenoxy]-myristic acid ethyl ester → 2-[m-(3-Chloro-2,2,3-trifluoro-propionamido)-phenoxy]-myristic acid
Reaction equation
C([O:3][C:4](=[O:34])[CH:5]([O:18][C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([NH:25][C:26](=[O:33])[C:27]([F:32])([F:31])[CH:28]([Cl:30])[F:29])[CH:20]=1)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])C>C(O)(=O)C.Br.C(Cl)Cl>[Cl:30][CH:28]([F:29])[C:27]([F:31])([F:32])[C:26]([NH:25][C:21]1[CH:20]=[C:19]([CH:24]=[CH:23][CH:22]=1)[O:18][CH:5]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[C:4]([OH:34])=[O:3])=[O:33]Participants
5
Reactant 1
Product 1
Reagents, catalysts & solvents 3
Conditions
- Temperature
- 100 °C
Procedure
An amount of 76.2 g (0.15 mol) of 2-[m-(3-chloro-2,2,3-trifluoropropionamido)-phenoxy]-myristic acid ethyl ester is dissolved in a mixture of 300 ml of acetic acid and 37.5 ml of 40% aqueous hydrobromic acid. The reaction mixture is heated for 15 min at 100° C., next poured out in 500 ml of methylene chloride, and finally extracted with methylene chloride. The extract is rinsed with water until neutral, dried over magnesium sulphate, and heated to remove any remaining solvent by evaporation.
Workup
- extractionfinally extracted with methylene chloride
- washThe extract is rinsed with water until neutral,
- dry with materialdried over magnesium sulphate
- temperatureheated
- customto remove any remaining solvent
- customby evaporation
Sources & evidence
- ORD record
- ord-8dddd9e1a96640419918601f0c17b1dd
- Source dataset
- uspto-grants-1989_04
- Patent number
- US04822729
Reaction notes
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