Water → HCID 23022097, 화합물

HRID 916688노트

반응식

HRID 916688 반응식
[CH3:1][C:2]1[C:10]2[C:5](=[CH:6][C:7]([O:11]C)=[CH:8][CH:9]=2)[NH:4][C:3]=1[C:13]([O:15][CH2:16][CH3:17])=[O:14].B(Br)(Br)Br.O>C(Cl)Cl>[CH3:1][C:2]1[C:10]2[C:5](=[CH:6][C:7]([OH:11])=[CH:8][CH:9]=2)[NH:4][C:3]=1[C:13]([O:15][CH2:16][CH3:17])=[O:14]

참가 물질

5

반응물 3

HCID 962WaterHCID 25134Boron tribromideHCID 12438714Ethyl 6-methoxy-3-methyl-1H-indole-2-carboxylate

생성물 1

HCID 23022097HCID 23022097, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Ethyl 3-methyl-6-methoxy-1H-indole-2-carboxylate (1.00 g; synthesized according to the disclosures in the literature (Gan et al., J. Org. Chem., vol. 62, pp. 9298-9304, 1997)) was dissolved in methylene chloride (dehydrated, 13 mL), and boron tribromide (1 M/methylene chloride, 17.2 mL) was added dropwise under ice-cooling. The resulting mixture was allowed to warm to room temperature and stirred for 40 minutes. The reaction solution was then cooled with ice, followed by addition of water. The resulting mixture was extracted with chloroform, washed with saturated brine and dried over sodium sulfate. After the solvent was distilled off under reduced pressure, the residue was purified by silica gel chromatography (3:1-2:1 hexane/ethyl acetate) to yield the title compound (480 mg).

후처리

  1. customsynthesized
  2. temperaturecooling
  3. temperatureThe reaction solution was then cooled with ice
  4. extractionThe resulting mixture was extracted with chloroform
  5. washwashed with saturated brine
  6. dry with materialdried over sodium sulfate
  7. distillationAfter the solvent was distilled off under reduced pressure
  8. customthe residue was purified by silica gel chromatography (3:1-2:1 hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-366c26222a404065af9bc6c7ec55fdf2
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07271190B2

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