Sodium → 6-(3-fluorophenyl)-2,3-dihydro-1H-inden-1-ol

HRID 1051106ノート

反応式

HRID 1051106 の反応式
[Na].[F:2][C:3]1[CH:4]=[C:5]([C:9]2[CH:17]=[C:16]3[C:12]([CH2:13][CH2:14][C:15]3=[O:18])=[CH:11][CH:10]=2)[CH:6]=[CH:7][CH:8]=1>CO>[F:2][C:3]1[CH:4]=[C:5]([C:9]2[CH:17]=[C:16]3[C:12]([CH2:13][CH2:14][CH:15]3[OH:18])=[CH:11][CH:10]=2)[CH:6]=[CH:7][CH:8]=1

参加物

4

反応物 2

HCID 5360545SodiumHCID 820809706-(3-fluorophenyl)-2,3-dihydro-1H-inden-1-one

生成物 1

HCID 1181615566-(3-fluorophenyl)-2,3-dihydro-1H-inden-1-ol収率 100.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Sodium borohyride (19 mg, 0.5 mmol) was added to a solution of 6-(3-fluorophenyl)-2,3-dihydro-1H-inden-1-one (55 mg, 0.24 mmol) and methanol (12 mL) in a 100 mL round bottom flask at 0° C. After stirring for 1 hour, the resulting mixture was warmed to room temperature. The reaction was quenched with saturated aqueous ammonium chloride (100 mL) and extracted with ethyl acetate (100 mL). The organic extract was dried (Na2SO4), filtered and concentrated. The resulting crude residue was purified by combiflash (4 g column, hexanes→100% ethyl acetate/hexanes, gradient) to afford 55 mg (99%) of 6-(3-fluorophenyl)-2,3-dihydro-1H-inden-1-ol.

後処理

  1. customThe reaction was quenched with saturated aqueous ammonium chloride (100 mL)
  2. extractionextracted with ethyl acetate (100 mL)
  3. extractionThe organic extract
  4. dry with materialwas dried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe resulting crude residue was purified by combiflash (4 g column, hexanes→100% ethyl acetate/hexanes, gradient)

出典と根拠

ORDレコード
ord-89bd424ddfe34924b06aeea7b1c7bec7
出典データセット
uspto-grants-2016_07
特許番号
US09388153B2

反応ノート

読み込み中…