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Benzylamine → 1-Amino-2-octadecanol

HRID 1122
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HRID 1122 반응식
C([NH2:8])C1C=CC=CC=1.[O:9]1[CH:11]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[CH2:10]1>>[NH2:8][CH2:10][CH:11]([OH:9])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 7504BenzylamineHCID 238721,2-Epoxyoctadecane

생성물 1

HCID 149290171-Amino-2-octadecanol수율 83.1%

반응 조건

온도
100 °C

실험 절차

A 500-ml flask equipped with a stirrer was charged with 160 g (1.5 mol) of benzylamine, to which 29 g (0.11 mol) of 1,2-epoxyoctadecane were added dropwise over 3 hours while stirring at 100° C. Stirring was conducted further for 12 hours at 100° C. Benzyl alcohol was distilled off under reduced pressure, and the residue was charged into a 500-ml autoclave, to which 300 ml of ethanol and 10 g of 5% Pd/C were added to conduct hydrogenolysis for 48 hours at room temperature under a hydrogen pressure of 5 atm. After the catalyst was separated by filtration, the filtrate was concentrated under reduced pressure, and the residue was recrystallized from hexane, thereby obtaining 26.1 g (yield: 83%) of the title compound (IIh-7).

후처리

  1. customA 500-ml flask equipped with a stirrer
  2. additionwere added dropwise over 3 hours
  3. stirringStirring
  4. distillationBenzyl alcohol was distilled off under reduced pressure
  5. additionthe residue was charged into a 500-ml autoclave, to which 300 ml of ethanol and 10 g of 5% Pd/C
  6. additionwere added
  7. customfor 48 hours
  8. customat room temperature
  9. customAfter the catalyst was separated by filtration
  10. concentrationthe filtrate was concentrated under reduced pressure
  11. customthe residue was recrystallized from hexane

출처 및 근거

ORD 기록
ord-6f171f3959e24ce6acc5b2cc1ccb94f6
출처 데이터셋
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05723497

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