Acetonitrile → 3-(2,4-Dichlorophenyl)-3-oxopropanenitrile

HRID 732947

반응식

HRID 732947 반응식
[C:1](#[N:3])[CH3:2].[Li]CCCC.[Cl:9][C:10]1[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:11]=1[C:12](Cl)=[O:13]>C1COCC1>[Cl:9][C:10]1[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:11]=1[C:12](=[O:13])[CH2:2][C:1]#[N:3]

참가 물질

5

반응물 3

HCID 6342Acetonitrile2회HCID 666452,4-Dichlorobenzoyl chlorideHCID 178418339Butyllithium

생성물 1

HCID 136307283-(2,4-Dichlorophenyl)-3-oxopropanenitrile수율 97.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of acetonitrile (2.0 mL, 38.2 mmol) in THF (50 mL) at −78° C. was added nBuLi (1.81 M in hexane, 16 mL, 28.7 mmol). The resulting slurry was kept at −78° C. for 15 min and 2,4-dichlorobenzoyl chloride (2.0 g, 9.55 mmol) was added dropwise to the acetonitrile anion. After 40 min, the reaction was quenched by addition of saturated NH4Cl (30 mL). THF was removed under reduced pressure and the suspension was filtered. The solid was washed with H2O (100 mL) and dried to give 3-(2,4-dichlorophenyl)-3-oxopropanenitrile (2.0 g, 98%, >95% purity) as a light yellow solid.

후처리

  1. waitAfter 40 min
  2. customthe reaction was quenched by addition of saturated NH4Cl (30 mL)
  3. customTHF was removed under reduced pressure
  4. filtrationthe suspension was filtered
  5. washThe solid was washed with H2O (100 mL)
  6. customdried

출처 및 근거

ORD 기록
ord-944f8150ba9f49919021ddc8a8e53b70
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07589088B2

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