Sodium Hydroxide → 1-methyl-4-(trifluoromethyl)-1H-pyrrole-3-carboxylic acid
Reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([C:7]([F:10])([F:9])[F:8])[C:4]([C:11]([O:13]CC)=[O:12])=[CH:3]1.[OH-].[Na+]>C(O)C.O>[CH3:1][N:2]1[CH:6]=[C:5]([C:7]([F:9])([F:10])[F:8])[C:4]([C:11]([OH:13])=[O:12])=[CH:3]1Participants
5
Procedure
A mixture of ethyl 1-methyl-4-(trifluoromethyl)pyrrole-3-carboxylate (4.4 g, 0.02 mol) and 4N sodium hydroxide (5 ml, 0.02 mol) in ethanol is stirred for 24 hours at room temperature, diluted with water and extracted with ether. The aqueous phase is acidified with 10% HCl and filtered. The filter cake is washed with water and dried in vacuo at 45° C. to afford the title compound as an off-white solid, 2.4 g (62%), mp 210°-212° C.
Workup
- extractionextracted with ether
- filtrationfiltered
- washThe filter cake is washed with water
- customdried in vacuo at 45° C.
Sources & evidence
- ORD record
- ord-fbf6ec8996884061aa6a11a9dc8e3317
- Source dataset
- uspto-grants-1993_04
- Patent number
- US05204332
Reaction notes
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