Diethylaminoethyl chloride → 1-n-Butyl-3-(beta-diethylaminoethoxy)-4-phenyl-3-pyrrolin-2-one
Reaction equation
[CH2:1]([N:5]1[CH2:9][C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[C:7]([OH:16])[C:6]1=[O:17])[CH2:2][CH2:3][CH3:4].[CH2:18]([N:20]([CH2:24][CH3:25])[CH2:21][CH2:22]Cl)[CH3:19]>>[CH2:1]([N:5]1[CH2:9][C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[C:7]([O:16][CH2:19][CH2:18][N:20]([CH2:24][CH3:25])[CH2:21][CH3:22])[C:6]1=[O:17])[CH2:2][CH2:3][CH3:4]Participants
3
Procedure
23.1 g. 1-n-butyl-3-hydroxy-4-phenyl-3-pyrrolin-2-one is reacted with 20.3 g. β-diethylaminoethyl chloride in a manner analogous to that described in Example 1. The 1-n-butyl-3-(β-diethylaminoethoxy)-4-phenyl-3-pyrrolin-2-one obtained in the form of the free base is reacted in diethyl ether with oxalic acid to give the crystalline oxalate. The yield is 24.2 g. (58% of theory); m.p. 120°-121° C.; after recrystallization from methyl ethyl ketone.
Sources & evidence
- ORD record
- ord-9a5c29a7049f4c3b889e035a77ae7422
- Source dataset
- uspto-grants-1980_05
- Patent number
- US04205078
Reaction notes
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