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

HRID 2378525ノート

反応式

HRID 2378525 の反応式
[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

参加物

4

反応物 2

HCID 67184N-bromobutanimide2 回HCID 22559097Methyl 3-(4-cyclopentylmethyloxyphenyl)propionate

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-4190b7a8f91b4d3aa83c9087e6da3286
出典データセット
uspto-grants-2008_12
特許番号
US07470807B2

反応ノート

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