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

HRID 1943910ノート

反応式

HRID 1943910 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-cddf1b2ef8ff487eaa7b4c61292d63a7
出典データセット
uspto-grants-2013_03
特許番号
US08394795B2

反応ノート

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