Potassium Carbonate → 2-Bromo-5-cyclopropoxybenzonitrile

HRID 1754060노트

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HRID 1754060 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 900921522-Bromo-5-cyclopropoxybenzonitrile

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
120 °C

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-dcb86598e3fa4cc6b8d7b0b568b329bd
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09169205B2

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