Potassium Carbonate → 2-Bromo-5-cyclopropoxybenzonitrile

HRID 1754060ノート

反応式

HRID 1754060 の反応式
[Br:1][C:2]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][C:3]=1[C:4]#[N:5].C([O-])([O-])=O.[K+].[K+].[CH:17]1(Br)[CH2:19][CH2:18]1>CN(C=O)C>[Br:1][C:2]1[CH:9]=[CH:8][C:7]([O:10][CH:17]2[CH2:19][CH2:18]2)=[CH:6][C:3]=1[C:4]#[N:5]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 78037BromocyclopropaneHCID 153231112-Bromo-5-hydroxybenzonitrile

生成物 1

HCID 900921522-Bromo-5-cyclopropoxybenzonitrile

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
120 °C

実験手順

To a stirred mixture of 2.50 g (13 mmol) 2-bromo-5-hydroxy-benzonitrile in 100 mL DMF are added 5.23 g (38 mmol) K2CO3 and 3.05 g (25 mmol) cyclopropylbromide. The reaction mixture is stirred for 16 h at 120° C. Afterwards the reaction is quenched by the addition of ice water and extracted with EtOAc. The org. layers are combined, washed with sat. aq. NaCl solution, dried over Na2SO4, filtered and the solvent is removed in vacuo. The crude product is purified by column chromatography (silica gel, PE/EtOAc).

後処理

  1. customAfterwards the reaction is quenched by the addition of ice water
  2. extractionextracted with EtOAc
  3. washwashed with sat. aq. NaCl solution
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. customthe solvent is removed in vacuo
  7. customThe crude product is purified by column chromatography (silica gel, PE/EtOAc)

出典と根拠

ORDレコード
ord-dcb86598e3fa4cc6b8d7b0b568b329bd
出典データセット
uspto-grants-2015_10
特許番号
US09169205B2

反応ノート

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