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N-bromobutanimide → Methyl 3-(3-bromo-4-cyclopentylmethyloxyphenyl)propionate

HRID 2378525
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HRID 2378525 반응식
[CH:1]1([CH2:6][O:7][C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][C:16]([O:18][CH3:19])=[O:17])=[CH:10][CH:9]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[Br:20]N1C(=O)CCC1=O>C(#N)C>[Br:20][C:13]1[CH:12]=[C:11]([CH2:14][CH2:15][C:16]([O:18][CH3:19])=[O:17])[CH:10]=[CH:9][C:8]=1[O:7][CH2:6][CH:1]1[CH2:2][CH2:3][CH2:4][CH2:5]1
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참가 물질

4

반응물 2

HCID 67184N-bromobutanimide2회HCID 22559097Methyl 3-(4-cyclopentylmethyloxyphenyl)propionate

생성물 1

HCID 22559133Methyl 3-(3-bromo-4-cyclopentylmethyloxyphenyl)propionate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A solution of Intermediate 2 (1.31 g) in acetonitrile (50 ml) was added with N-bromosuccinimide (hereinafter abbreviated as “NBS”, 979 mg, KANTO), stirred at room temperature for 2 hours, then warmed to 40° C., and stirred for 3 hours. The reaction mixture was concentrated under reduced pressure, then added with ethyl acetate (200 ml) and washed successively with saturated aqueous ammonium chloride, 5% aqueous sodium sulfite, saturated aqueous sodium hydrogencarbonate and saturated brine. The organic layer was dried, and then the solvent was evaporated under reduced pressure to obtain the title compound (Compound No. A-1, 1.69 g).

후처리

  1. temperaturewarmed to 40° C.
  2. stirringstirred for 3 hours
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. additionadded with ethyl acetate (200 ml)
  5. washwashed successively with saturated aqueous ammonium chloride, 5% aqueous sodium sulfite, saturated aqueous sodium hydrogencarbonate and saturated brine
  6. customThe organic layer was dried
  7. customthe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-4190b7a8f91b4d3aa83c9087e6da3286
출처 데이터셋
uspto-grants-2008_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07470807B2

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