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

HRID 1051106노트

반응식

HRID 1051106 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-89bd424ddfe34924b06aeea7b1c7bec7
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09388153B2

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