Acetonitrile → 3-(2-Methylcyclopropyl)-3-oxopropanenitrile

HRID 1943910노트

반응식

HRID 1943910 반응식
[C:1](#[N:3])[CH3:2].CC(C)(C)C[O-].[K+].C([O:13][C:14]([CH:16]1[CH2:18][CH:17]1[CH3:19])=O)C>C1COCC1>[CH3:19][CH:17]1[CH2:18][CH:16]1[C:14](=[O:13])[CH2:2][C:1]#[N:3]

참가 물질

5

반응물 3

HCID 6342AcetonitrileHCID 89405Ethyl 2-methylcyclopropanecarboxylateHCID 23675521Potassium 2,2-dimethylpropan-1-olate

생성물 1

HCID 431156733-(2-Methylcyclopropyl)-3-oxopropanenitrile

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Acetonitrile (0.102 mL, 1.95 mmol) was dissolved in THF. Potassium 2,2-dimethylpropan-1-olate (3.44 mL, 5.85 mmol) was added, followed by addition of ethyl-2-methylcyclopropanecarboxylate (1.0 g, 7.80 mmol). After five minutes, the reaction mixture was quenched with 1N HCl and then partitioned with EtOAc. The organic layer was washed with water (3×), brine, dried over Na2SO4 and concentrated to give 3-(2-methylcyclopropyl)-3-oxopropanenitrile as an oil, which was used in the next step without further purification.

후처리

  1. customthe reaction mixture was quenched with 1N HCl
  2. custompartitioned with EtOAc
  3. washThe organic layer was washed with water (3×), brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-cddf1b2ef8ff487eaa7b4c61292d63a7
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08394795B2

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