Water → HCID 15524202, 화합물

HRID 1532618노트

반응식

HRID 1532618 반응식
[CH2:1]([CH:3]1[O:5][CH2:4]1)Br.[F:6][C:7]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:8]=1[CH:9]=[CH:10][NH:11]2.[H-].[Na+].O>CN(C=O)C>[CH2:1]([N:11]1[C:12]2[C:8](=[C:7]([F:6])[CH:15]=[CH:14][CH:13]=2)[CH:9]=[CH:10]1)[CH:3]1[O:5][CH2:4]1

참가 물질

6

반응물 4

HCID 962WaterHCID 18430EpibromohydrinHCID 24758Sodium hydrideHCID 27745024-Fluoroindole

생성물 1

HCID 15524202HCID 15524202, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
60 °C

실험 절차

Epibromohydrin (0.64 ml, 7.5 mmole) was added to a stirred solution of 4-fluoroindole (1.0 g, 7.4 mmole) and sodium hydride (0.32 g, 8.1 mmole) in anhydrous DMF (20 ml), and the mixture was heated at 60° C. under nitrogen for 15 hours. Water (100 ml) was added and the product extracted into CH2Cl2 (3×25 ml). The combined organics were washed with water (25 ml), brine (25 ml) and dried over anhydrous sodium sulfate. Filtration and concentration in vacuo gave the crude product as a yellow colored oil (1.34 g). This was purified by flash silica gel chromatography (30% ethyl acetate in hexane) to afford the titled product as a light oil (1.27 g, 90% yield).

후처리

  1. extractionthe product extracted into CH2Cl2 (3×25 ml)
  2. washThe combined organics were washed with water (25 ml), brine (25 ml)
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationFiltration and concentration in vacuo
  5. customgave the crude product as a yellow colored oil (1.34 g)
  6. customThis was purified by flash silica gel chromatography (30% ethyl acetate in hexane)

출처 및 근거

ORD 기록
ord-0821f866ff004f5b847aeb170ddb6359
출처 데이터셋
uspto-grants-2001_03
특허 번호
US06204274B1

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