Acetonitrile → HCID 59264606、化合物

HRID 573477ノート

反応式

HRID 573477 の反応式
Br[C:2]([CH3:8])([CH3:7])[C:3]([O:5][CH3:6])=[O:4].O.Cl.[NH:11]1[CH2:16][CH2:15][C:14](=[O:17])[CH2:13][CH2:12]1.C(#N)C.C(=O)([O-])[O-].[K+].[K+]>C(OCC)C>[CH3:7][C:2]([N:11]1[CH2:16][CH2:15][C:14](=[O:17])[CH2:13][CH2:12]1)([CH3:8])[C:3]([O:5][CH3:6])=[O:4]

参加物

6

反応物 4

HCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 90097Methyl 2-bromo-2-methylpropionateHCID 2723901Piperonylamine

生成物 1

HCID 59264606HCID 59264606、化合物

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

A mixture of methyl 2-bromo-2-methylpropanoate (80.87 ml, 5 equiv), 4-piperidone hydrochloride monohydrate (19.6 g, 1 equiv), acetonitrile (200 ml) and potassium carbonate (69.1 g, 4 equiv) was heated at reflux under nitrogen with mechanical stirring for 17.5 h then cooled in an ice bath before adding diethyl ether (100 ml). Filtration through celite followed by flash chromatography (silica, 10-50% ethyl acetate in hexane) and evaporation of the product fractions gave the desired product as a yellow oil (14.28 g).

後処理

  1. temperaturewas heated
  2. temperatureat reflux under nitrogen
  3. temperaturethen cooled in an ice bath
  4. filtrationFiltration through celite
  5. customfollowed by flash chromatography (silica, 10-50% ethyl acetate in hexane) and evaporation of the product fractions

出典と根拠

ORDレコード
ord-474d69b0b65b4fc499a256a8e1ea85b3
出典データセット
uspto-grants-2015_05
特許番号
US09029383B2

反応ノート

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