Stearamidopropyl Dimethylamine → N,N-dimethyl-N-geranyloxycarbonylmethyl-N-(3-(octadecanoylamino)propyl)ammonium chloride

HRID 1356710

반응식

HRID 1356710 반응식
[C:1]([NH:20][CH2:21][CH2:22][CH2:23][N:24]([CH3:26])[CH3:25])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[Cl:27][CH2:28][C:29]([O:31][CH2:32]/[CH:33]=[C:34](/[CH2:36][CH2:37][CH:38]=[C:39]([CH3:41])[CH3:40])\[CH3:35])=[O:30].ClCC([O-])=O>C(Cl)(Cl)Cl>[Cl-:27].[CH3:26][N+:24]([CH3:25])([CH2:28][C:29]([O:31][CH2:32]/[CH:33]=[C:34](/[CH2:36][CH2:37][CH:38]=[C:39]([CH3:41])[CH3:40])\[CH3:35])=[O:30])[CH2:23][CH2:22][CH2:21][NH:20][C:1](=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

참가 물질

5

반응물 3

HCID 62109Stearamidopropyl DimethylamineHCID 518964ChloroacetateHCID 5890636(E)-3,7-dimethylocta-2,6-dienyl 2-chloroacetate

생성물 1

HCID 11433380N,N-dimethyl-N-geranyloxycarbonylmethyl-N-(3-(octadecanoylamino)propyl)ammonium chloride수율 81.9%

시약·촉매·용매 1

HCID 6212Chloroform용매

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온도
25 °C

실험 절차

A 36.86 g (0.100 mol) portion of N-octadecanoyl-N′,N′-dimethyl-1,3-diaminopropane and 100 ml of chloroform were put into a flask, and 23.30 g (0.101 mol) of geranyl chloroacetate was added thereto at 25° C. spending 5 minutes. The reaction mixture was stirred at 25° C. for 36 hours and then, after confirming by 1H-NMR that chloroacetate was mostly disappeared, the solvent was evaporated under a reduced pressure. The thus obtained viscous oil was dissolved in 200 ml of acetone and cooled to 5 to 10° C. to effect precipitation of a white precipitate. The supernatant solvent was discarded, and the precipitated was collected and dried under a reduced pressure to obtain the title compound (to be referred to as betaine ester (1) hereinafter) as a slightly brownish white solid. Yield 49.1 g (0.0819 mol; yield 81.9%). 1H-NMR (200 MHz, CDCl3): δ [ppm]

후처리

  1. customthe solvent was evaporated under a reduced pressure
  2. dissolutionThe thus obtained viscous oil was dissolved in 200 ml of acetone
  3. temperaturecooled to 5 to 10° C.
  4. customprecipitation of a white precipitate
  5. customthe precipitated was collected
  6. customdried under a reduced pressure

출처 및 근거

ORD 기록
ord-6caa983ec42a4333a3a63e808c445339
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06586639B2

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