(3-Bromophenyl)acetonitrile → Methyl 2-(3-(cyanomethyl)benzyl)-3-oxobutanoate

HRID 2387894ノート

反応式

HRID 2387894 の反応式
[OH:1][CH:2]([CH3:9])[C:3](=[CH2:8])[C:4]([O:6][CH3:7])=[O:5].Br[C:11]1[CH:12]=[C:13]([CH2:17][C:18]#[N:19])[CH:14]=[CH:15][CH:16]=1.C([O-])(O)=O.[Na+]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C1COCC1>[C:18]([CH2:17][C:13]1[CH:12]=[C:11]([CH:16]=[CH:15][CH:14]=1)[CH2:8][CH:3]([C:2](=[O:1])[CH3:9])[C:4]([O:6][CH3:7])=[O:5])#[N:19]

参加物

6

反応物 3

HCID 36023(3-Bromophenyl)acetonitrileHCID 516892Sodium BicarbonateHCID 5080248Methyl 3-hydroxy-2-methylen-butanoat

生成物 1

HCID 68414943Methyl 2-(3-(cyanomethyl)benzyl)-3-oxobutanoate

試薬・触媒・溶媒 2

HCID 74236Tetrabutylammonium Bromide触媒HCID 8028Tetrahydrofuran溶媒

実験手順

A stirred mixture of methyl 3-hydroxy-2-methylenebutanoate (11.37 ml), 2-(3-bromophenyl)acetonitrile (22 g) PdOAc2 (3.15 g), tetrabutylammonium bromide (30.1 g) and NaHCO3 (19.64 g) in THF (40 ml) was heated at reflux for 24 h. The mixture was partitioned between ether and water, the organics separated, washed with water, dried and evaporated under reduced pressure to give the subtitle compound, 22 g.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 24 h
  3. customThe mixture was partitioned between ether and water
  4. washthe organics separated, washed with water
  5. customdried
  6. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-b29a55a72c2c469a99edcc2100a6ffe6
出典データセット
uspto-grants-2012_09
特許番号
US08268990B2

反応ノート

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