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HCID 748083, 화합물 → (3S)-3-hydroxymethyl-1,2,3,4-tetrahydro-beta-carboline

HRID 1732137
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HRID 1732137 반응식
[CH2:1]1[C:13]2[NH:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH2:4][C@@H:3]([C:14](OC)=[O:15])[NH:2]1.[BH4-].[Na+]>C(O)C>[OH:15][CH2:14][C@@H:3]1[CH2:4][C:5]2[C:6]3[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=3)[NH:12][C:13]=2[CH2:1][NH:2]1
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참가 물질

4

반응물 2

HCID 748083HCID 748083, 화합물HCID 4311764Sodium borohydride

생성물 1

HCID 13375506(3S)-3-hydroxymethyl-1,2,3,4-tetrahydro-beta-carboline수율 79.4%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 15 g of methyl (3S)-1,2,3,4-tetrahydro-β-carboline-3-carboxylate, 6.99 g of NaBH4, and 225 ml of 80% ethanol is stirred at room temperaure for 12 hours, and then refluxed for 1.5 hours. The insoluble materials are filtered off and washed with hot ethanol. The filtrate and the washing are combined and distilled to remove the solvent. Water (40 ml) is added to the residue, and the solution is stirred for 40 minutes. The precipitates are collected by filtration, dried and then recrystallized from ethanol. 9.03 g of (3S)-3-hydroxymethyl-1,2,3,4-tetrahydro-β-carboline are obtained as colorless needles. Yield: 79.4%

후처리

  1. temperaturerefluxed for 1.5 hours
  2. filtrationThe insoluble materials are filtered off
  3. washwashed with hot ethanol
  4. distillationdistilled
  5. customto remove the solvent
  6. additionWater (40 ml) is added to the residue
  7. stirringthe solution is stirred for 40 minutes
  8. filtrationThe precipitates are collected by filtration
  9. customdried
  10. customrecrystallized from ethanol

출처 및 근거

ORD 기록
ord-5edd9d6a424244c994f90faa1f2ceb54
출처 데이터셋
uspto-grants-1986_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04625032

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