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(4-Benzylmorpholin-2-yl)methanamine → (S)-(4-benzylmorpholin-2-yl)methanamine

HRID 324957
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반응식

HRID 324957 반응식
[NH2:1][CH2:2][CH:3]1[O:8][CH2:7][CH2:6][N:5]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:4]1>C(O)C>[NH2:1][CH2:2][C@@H:3]1[O:8][CH2:7][CH2:6][N:5]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:4]1
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참가 물질

3

반응물 1

HCID 2776360(4-Benzylmorpholin-2-yl)methanamine

생성물 1

HCID 6932054(S)-(4-benzylmorpholin-2-yl)methanamine수율 42.4%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

(RS)-2-Aminomethyl-4-benzylmorpholine (326.1 g) was dissolved in ethanol (3 L) and dibenzoyl-D-tartaric monohydrate (535 g) was added. The mixture was refluxed for dissolution and then left standing at room temperature for 16 hours. The precipitated crystals were collected by filtration and recrystallized from a mixed solvent of ethanol:water=25:1. The obtained crystals were suspended in water (1.2 L) and aqueous sodium hydroxide solution was added with stirring to make the suspension basic, which was followed by extraction with chloroform. The chloroform layer was dried over anhydrous magnesium sulfate and the solvent was distilled off to give 138.4 g of (S)-2-aminomethyl-4-benzylmorpholine as a colorless oil.

후처리

  1. temperatureThe mixture was refluxed for dissolution
  2. waitleft
  3. filtrationThe precipitated crystals were collected by filtration
  4. customrecrystallized from a mixed solvent of ethanol
  5. additionaqueous sodium hydroxide solution was added
  6. extractionwas followed by extraction with chloroform
  7. dry with materialThe chloroform layer was dried over anhydrous magnesium sulfate
  8. distillationthe solvent was distilled off

출처 및 근거

ORD 기록
ord-0e20dc9cdaf94006819cf687afc16f90
출처 데이터셋
uspto-grants-2001_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06221864B1

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