4-Bromobutyronitrile → 5-benzyl-3,4-dihydro-2H-pyrrole

HRID 1045700

反応式

HRID 1045700 の反応式
Br[CH2:2][CH2:3][CH2:4][C:5]#[N:6].[CH2:7]([Mg]Br)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>C1(C)C=CC=CC=1.C(OCC)C>[CH2:7]([C:2]1[CH2:3][CH2:4][CH2:5][N:6]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

参加物

5

反応物 2

HCID 214124-BromobutyronitrileHCID 178419663HCID 178419663、化合物

生成物 1

HCID 2240185-benzyl-3,4-dihydro-2H-pyrrole収率 132.6%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 3283Diethyl Ether溶媒

実験手順

To a solution of 4-bromobutyronitrile (2.0 g, 13.5 mmol) in toluene (70 ml) was added 1.0 M benzylmagnesium bromide (20.0 ml, 20.0 mmol) in diethyl ether (70 ml) and the mixture was stirred for 2 hours at room temperature. The mixture was partitioned between 0.1N hydrochloric acid and ethyl acetate, and the organic layer was washed with aqueous sodium hydrogen carbonate, dried over sodium sulfate. The solvent was evaporated under reduced pressure to afford 5-benzyl-3,4-dihydro-2H-pyrrole (2.85 g). This compound was used without further purification.

後処理

  1. customThe mixture was partitioned between 0.1N hydrochloric acid and ethyl acetate
  2. washthe organic layer was washed with aqueous sodium hydrogen carbonate
  3. dry with materialdried over sodium sulfate
  4. customThe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-9ed19ab4a3214edb8f98f66172edcdf8
出典データセット
uspto-grants-2013_10
特許番号
US08569294B2

関連ノート

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