Water → 2-(2-Aminophenyl)-2,3-dihydro-1H-indole

HRID 249320노트

반응식

HRID 249320 반응식
C([BH3-])#N.[Na+].[NH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]1[NH:13][C:14]2[C:19]([CH:20]=1)=[CH:18][CH:17]=[CH:16][CH:15]=2.O>CC(O)=O>[NH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH:12]1[CH2:20][C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[NH:13]1

참가 물질

5

반응물 3

HCID 962WaterHCID 7359662-(2-Aminophenyl)indoleHCID 5003444Sodium cyanoborohydride

생성물 1

HCID 197614202-(2-Aminophenyl)-2,3-dihydro-1H-indole수율 50.3%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

Sodium cyanoborohydride (6.4 g) was added in several portions to a solution of 6.0 g 2-(2-aminophenyl)-1H-indole in 200 ml HOAc at 5° C. The resulting solution was stirred at room temperature overnight. Water was added and the reaction mixture was concentrated. The residue was diluted with ice water and made basic with 50% NaOH. This mixture was extracted with Et2O and the extracts were washed with water and saturated NaCl solution, and dried (MgSO4). Concentration gave 6.1 g crude product which was chromatographed by HPLC to give 3.05 g solid, m.p. 115°-117° C.

후처리

  1. concentrationthe reaction mixture was concentrated
  2. additionThe residue was diluted with ice water
  3. extractionThis mixture was extracted with Et2O
  4. washthe extracts were washed with water and saturated NaCl solution
  5. dry with materialdried (MgSO4)
  6. concentrationConcentration
  7. customgave 6.1 g crude product which
  8. customwas chromatographed by HPLC

출처 및 근거

ORD 기록
ord-eb3587f0e7064d088c7929ec5bcf4365
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05214059

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