Water → HCID 23022097、化合物

HRID 1787866ノート

反応式

HRID 1787866 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 23022097HCID 23022097、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-1cb77ff985ea48bbb3a08fd858b47c30
出典データセット
uspto-grants-2009_03
特許番号
US07511069B2

反応ノート

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