Phosphorus tribromide → 6-Methoxy-3-(trifluoromethyl)indene

HRID 2269270ノート

反応式

HRID 2269270 の反応式
O[C:2]1([C:13]([F:16])([F:15])[F:14])[C:10]2[C:5](=[CH:6][C:7]([O:11][CH3:12])=[CH:8][CH:9]=2)[CH2:4][CH2:3]1.P(Br)(Br)Br>O>[CH3:12][O:11][C:7]1[CH:6]=[C:5]2[C:10]([C:2]([C:13]([F:14])([F:15])[F:16])=[CH:3][CH2:4]2)=[CH:9][CH:8]=1

参加物

4

反応物 2

HCID 24614Phosphorus tribromideHCID 186776465-methoxy-1-(trifluoromethyl)-2,3-dihydro-1H-inden-1-ol

生成物 1

HCID 186776456-Methoxy-3-(trifluoromethyl)indene収率 93%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
80 °C

実験手順

To a stirred Compound 62(850 mg, 3.66 mmol) was added PBr3(9.90 g, 36.6 mmol) with ice-cooling. The reaction mixture was stirred at 80° C. for 6 h. The mixture was diluted with water with ice-cooling and extracted with CH2Cl2. The combined solution was washed with sat. NaHCO3 and brine, dried(MgSO4) and concentrated in vacuo to give crude product as a yellow oil. The crude product was purified by column chromatography on silica gel with hexane-ethyl acetate(50:1-40:1) to give Compound 63(727 mg, 93%) as a yellow oil.

後処理

  1. temperaturecooling
  2. temperaturecooling
  3. extractionextracted with CH2Cl2
  4. washThe combined solution was washed with sat. NaHCO3 and brine, dried(MgSO4)
  5. concentrationconcentrated in vacuo
  6. customto give crude product as a yellow oil
  7. customThe crude product was purified by column chromatography on silica gel with hexane-ethyl acetate(50:1-40:1)

出典と根拠

ORDレコード
ord-a9e2f4e3c5da4db79fe46389811f355c
出典データセット
uspto-grants-2001_12
特許番号
US06329396B1

反応ノート

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