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Water → HCID 21108202, 화합물

HRID 1766006
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인쇄 미리보기

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HRID 1766006 반응식
[BH4-].[Na+].[C:3]([N:6]1[C:14]2[C:9](=[CH:10][C:11]([C:15](=[O:21])[CH2:16][CH2:17][N:18]([CH3:20])[CH3:19])=[CH:12][CH:13]=2)[CH2:8][CH2:7]1)(=[O:5])[CH3:4].O>CO>[C:3]([N:6]1[C:14]2[C:9](=[CH:10][C:11]([CH:15]([OH:21])[CH2:16][CH2:17][N:18]([CH3:19])[CH3:20])=[CH:12][CH:13]=2)[CH2:8][CH2:7]1)(=[O:5])[CH3:4]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 17848792HCID 17848792, 화합물

생성물 1

HCID 21108202HCID 21108202, 화합물수율 76.2%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
2.5 °C

실험 절차

Sodium borohydride (0.75 g) was added to a solution of 1-(1-acetyl-2,3-dihydro-1H-indol-5-yl)-3-(dimethylamino)-1-propanone (4.3 g) obtained in Reference Example 12 in methanol (40 ml) under cooling with ice-bath, and the mixture was stirred at 0 to 5° C. for 30 minutes. After iced water was added to the reaction solution, the solvent was distilled away under reduced pressure, and the residues were extracted with ethyl acetate. The extract was washed with a saturated saline solution and dried over anhydrous magnesium sulfate, and the solvent was distilled away under reduced pressure. The resultant residues were purified by alumina column chromatography (developing solvent; ethyl acetate), whereby 3-[1-acetyl-2,3-dihydro-1H-indol-5-yl]-3-hydroxy-N,N-dimethyl-1-propanamine (3.3 g) was obtained as colorless powder.

후처리

  1. temperatureunder cooling with ice-bath
  2. distillationthe solvent was distilled away under reduced pressure
  3. extractionthe residues were extracted with ethyl acetate
  4. washThe extract was washed with a saturated saline solution
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationthe solvent was distilled away under reduced pressure
  7. customThe resultant residues were purified by alumina column chromatography (developing solvent; ethyl acetate)

출처 및 근거

ORD 기록
ord-a2eaba021c634cf892dd576950d6feaa
출처 데이터셋
uspto-grants-2007_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07229986B2

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