反応式
[C:1]([NH:4][CH2:5][CH2:6][CH2:7][N:8]([CH3:10])[CH3:9])(=[O:3])[CH3:2].[Cl:11][CH2:12][C:13]([O:15][CH2:16]/[CH:17]=[C:18](/[CH2:20][CH2:21][CH:22]=[C:23]([CH3:25])[CH3:24])\[CH3:19])=[O:14]>C(OCC)C>[Cl-:11].[CH3:9][N+:8]([CH3:10])([CH2:12][C:13]([O:15][CH2:16]/[CH:17]=[C:18](/[CH2:20][CH2:21][CH:22]=[C:23]([CH3:25])[CH3:24])\[CH3:19])=[O:14])[CH2:7][CH2:6][CH2:5][NH:4][C:1](=[O:3])[CH3:2]参加物
実験手順
A 7.21 g (0.05 mol) portion of N-acetyl-N′,N′-dimethyl-1,3-diaminopropane and 150 ml of diethyl ether were put into a flask, and 11.65 g (0.0505 mol) of geranyl chloroacetate was added thereto at 0 to 5° C. spending 10 minutes. The reaction mixture was stirred for 2 hours while cooling on ice to observe precipitation of the product. This was further stirred at 25° C. for 12 hours, and disappearance of the most part of chloroacetate was confirmed by 1H-NMR. Next, the solvent was evaporated under a reduced pressure, and the reaction mixture as the residual viscous oil was dissolved in 20 ml of dichloromethane and slowly added dropwise to 400 ml of diethyl ether which was ice-cooled and vigorously stirred, spending 5 minutes, to effect precipitation of the product as a white solid.. Thereafter, in the same manner as described in Inventive Example 1, the title compound (to be referred to as betaine ester (5) hereinafter) was obtained as a light yellow viscous oil. Yield 15.6 g (41.6 mmol; yield 83.2%).
後処理
- temperaturewhile cooling on ice
- customprecipitation of the product
- stirringThis was further stirred at 25° C. for 12 hours
- customNext, the solvent was evaporated under a reduced pressure
- dissolutionthe reaction mixture as the residual viscous oil was dissolved in 20 ml of dichloromethane
- additionslowly added dropwise to 400 ml of diethyl ether which
- temperaturecooled
- stirringvigorously stirred
- waitspending 5 minutes
- customprecipitation of the product as a white solid
出典と根拠
- ORDレコード
- ord-237901d455644debb59fba2d72264f38
- 出典データセット
- uspto-grants-2003_07
- 特許番号
- US06586639B2
関連ノート
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