Tert-butyl 4-(benzofuran-2-yl)benzoate → Tert-butyl 4-(2,3-dihydrobenzofuran-2-yl)benzoate

HRID 1501078

반응식

HRID 1501078 반응식
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]1[CH:22]=[CH:21][C:13]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[CH:12][CH:11]=1>CO.[Ni]>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH2:3][CH:2]1[C:10]1[CH:11]=[CH:12][C:13]([C:14]([O:16][C:17]([CH3:18])([CH3:20])[CH3:19])=[O:15])=[CH:21][CH:22]=1

참가 물질

4

반응물 1

HCID 89580933Tert-butyl 4-(benzofuran-2-yl)benzoate

생성물 1

HCID 89580836Tert-butyl 4-(2,3-dihydrobenzofuran-2-yl)benzoate수율 10.1%

시약·촉매·용매 2

HCID 935Nickel촉매HCID 887Methanol용매

실험 절차

To a solution of tert-butyl 4-(benzofuran-2-yl)benzoate (0.3 g, 1.0 mmol) in methanol (20 mL) was added raney nickel (0.20 g). The reaction mixture was stirred at room temperature for 2 hours under hydrogen (4 atm). After the reaction, the mixture was filtered and the filtrate was concentrated. The residue was purified by column chromatography (silica gel, ethyl acetate/petroleum ether=1:20) to give pure product tert-butyl 4-(2,3-dihydrobenzofuran-2-yl)benzoate as a white solid (0.03 g, 10%).

후처리

  1. customAfter the reaction
  2. filtrationthe mixture was filtered
  3. concentrationthe filtrate was concentrated
  4. customThe residue was purified by column chromatography (silica gel, ethyl acetate/petroleum ether=1:20)

출처 및 근거

ORD 기록
ord-f81594309c514680a09dd46c8b2b0dbd
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09206128B2

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