Ethyl Acetate → Ethyl 4-cyano-4-(3-cyano-5-thienyl)-5-methylhexanate

HRID 1071624ノート

反応式

HRID 1071624 の反応式
[CH3:1]C(C)([O-])C.[K+].[C:7]([C:9]1[CH:13]=[C:12]([CH:14]([C:18]#[N:19])[CH:15]([CH3:17])[CH3:16])[S:11][CH:10]=1)#[N:8].[C:20]([O:23][CH2:24][CH3:25])(=[O:22])[CH3:21]>CN(C=O)C>[C:18]([C:14]([C:12]1[S:11][CH:10]=[C:9]([C:7]#[N:8])[CH:13]=1)([CH:15]([CH3:16])[CH3:17])[CH2:1][CH2:21][C:20]([O:23][CH2:24][CH3:25])=[O:22])#[N:19]

参加物

5

反応物 3

HCID 8857Ethyl AcetateHCID 223936703-Cyano-5-(1-cyano-2-methylpropyl]thiopheneHCID 23665647Potassium tert-butoxide

生成物 1

HCID 22393597Ethyl 4-cyano-4-(3-cyano-5-thienyl)-5-methylhexanate収率 60%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

Potassium tert-butoxide (35 mg) was suspended in DMF (5 ml), and a DMF solution (5 ml) of 3-cyano-5-(1-cyano-2-methylpropyl]thiophene (0.60 g) was added thereto. After stirring at room temperature for 3.5 hours, ethyl acetate was added. The mixture was washed with an aqueous saturated ammonium chloride and further brine, dried over anhydrous magnesium sulfate and then evaporated. The resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate system) to give the title compound as a pale yellow oil (0.55 g, 60%).

後処理

  1. washThe mixture was washed with an aqueous saturated ammonium chloride and further brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customevaporated
  4. customThe resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate system)

出典と根拠

ORDレコード
ord-ea03a3065fc448d0a202be055f38092d
出典データセット
uspto-grants-2005_06
特許番号
US06906072B1

反応ノート

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