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Hydrochloric Acid → HCID 20513191, 화합물

HRID 1163908
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HRID 1163908 반응식
Cl.[CH2:2]([NH:9][CH2:10][CH2:11][C:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[NH:14][CH:13]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(O[CH:24](OCC)[CH2:25][NH:26][C:27]([O:29][CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)=[O:28])C.Cl>CO.O>[CH2:30]([O:29][C:27]([NH:26][CH2:25][CH:24]1[C:13]2[NH:14][C:15]3[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:12]=2[CH2:11][CH2:10][N:9]1[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)=[O:28])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 292521Benzyl 2,2-diethoxyethylcarbamateHCID 705330371H-Indole-3-ethanamine, N-(phenylmethyl)-, hydrochloride (1:1)

생성물 1

HCID 20513191HCID 20513191, 화합물수율 62%

시약·촉매·용매 1

HCID 22242641Methanol--water (1/1)용매

실험 절차

To a solution of 50 g of N-benzyl-tryptamine hydrochloride (i.e., 3-(2-(benzylamino)-ethyl)indole hydrochloride) in 500 ml of methanol-water (4:1) are added 57.9 g of N-benzyloxycarbonyl-aminoacetaldehyde diethylacetal and 25 ml of 10% hydrochloric acid, and the mixture is refluxed for 16 hours. After the reaction, the reaction mixture is evaporated under reduced pressure to remove solvent, and the resultant crystals are collected by filtration. After being washed with water and ether, said crystals are added to a saturated sodium bicarbonate solution, and then extracted with ethyl acetate. The extract is washed with water, dried and then evaporated to remove solvent. The residue (oil, 60 g) is purified by silica gel chromatography (Solvent: chloroform-methanol (20:1)). 46 g of 1,2,3,4-tetrahydro-1-((N-benzyloxycarbonylamino)methyl)-2-benzyl-β-carboline are thereby obtained as a caramel. Yield: 62%

후처리

  1. temperaturethe mixture is refluxed for 16 hours
  2. customAfter the reaction
  3. customthe reaction mixture is evaporated under reduced pressure
  4. customto remove solvent
  5. filtrationthe resultant crystals are collected by filtration
  6. washAfter being washed with water and ether
  7. additionare added to a saturated sodium bicarbonate solution
  8. extractionextracted with ethyl acetate
  9. washThe extract is washed with water
  10. customdried
  11. customevaporated
  12. customto remove solvent
  13. customThe residue (oil, 60 g) is purified by silica gel chromatography (Solvent: chloroform-methanol (20:1))

출처 및 근거

ORD 기록
ord-ae08f53044ad42128a737c1846384b2b
출처 데이터셋
uspto-grants-1983_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04367230

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