Benzylamine → 1-Amino-2-octadecanol

HRID 1122

反応式

HRID 1122 の反応式
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]

参加物

3

反応物 2

HCID 7504BenzylamineHCID 238721,2-Epoxyoctadecane

生成物 1

HCID 149290171-Amino-2-octadecanol収率 83.1%

反応条件

温度
100 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-6f171f3959e24ce6acc5b2cc1ccb94f6
出典データセット
uspto-grants-1998_03
特許番号
US05723497

関連ノート

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