1-Methacryloylindoline-2-carboxylic acid ethyl ester → 1-(3-Acetylthio-2-methylpropanoyl)-indoline-2-carboxylic acid ethyl ester
Reaction equation
[CH2:1]([O:3][C:4]([CH:6]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]1[C:15](=[O:19])[C:16]([CH3:18])=[CH2:17])=[O:5])[CH3:2].[C:20]([OH:23])(=[S:22])[CH3:21]>>[CH2:1]([O:3][C:4]([CH:6]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]1[C:15](=[O:19])[CH:16]([CH3:18])[CH2:17][S:22][C:20](=[O:23])[CH3:21])=[O:5])[CH3:2]Participants
3
Procedure
The mixture of 3.0 g of 1-methacryloylindoline-2-carboxylic acid ethyl ester and 0.97 g of thioacetic acid is stirred under nitrogen at room temperature for 4 days. Traces of thioacetic acid are removed by distillation, to give the 1-(3-acetylthio-2-methylpropanoyl)-indoline-2-carboxylic acid ethyl ester, showing peaks in the NMR-spectrum at 9.45, 2.33 and 1.25 ppm. Said compound can also be prepared analogous to the method illustrated by Example 1.
Workup
- customTraces of thioacetic acid are removed by distillation
Sources & evidence
- ORD record
- ord-154cc8125dd34f7abc40787d4953687f
- Source dataset
- uspto-grants-1986_07
- Patent number
- US04599357
Reaction notes
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