Formaldehyde → (E)-5-Dimethylamino-1-phenyl-pent-1-en-3-one; hydrochloride

HRID 46491

反応式

HRID 46491 の反応式
[C:1]1(/[CH:7]=[CH:8]/[C:9](=[O:11])[CH3:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:12].[CH3:13][NH:14][CH3:15].[CH2:16]=O>C(O)C>[ClH:12].[CH3:13][N:14]([CH3:16])[CH2:15][CH2:10][C:9](=[O:11])[CH:8]=[CH:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

5

反応物 3

HCID 712FormaldehydeHCID 10473Dimethylamine, hydrochlorideHCID 637759Benzylideneacetone

生成物 1

HCID 145789(E)-5-Dimethylamino-1-phenyl-pent-1-en-3-one; hydrochloride

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

trans-4-Phenyl-3-buten-2-one (14.6 g, 0.1 mole), dimethylamine hydrochloride (9.0 g, 0.1 mole) and paraformaldehyde (5.8 g, 0.2 mole) are heated at reflux in 150 ml of absolute ethanol for 3 hours. The reaction mixture is concentrated in vacuo, then washed with ether. Addition of ethyl acetate causes crystallization. The product is recrystallized from acetonitrile to yield 6.9 g, m.p. 150°-154° C.

後処理

  1. concentrationThe reaction mixture is concentrated in vacuo
  2. washwashed with ether
  3. additionAddition of ethyl acetate
  4. customcrystallization
  5. customThe product is recrystallized from acetonitrile
  6. customto yield 6.9 g, m.p. 150°-154° C.

出典と根拠

ORDレコード
ord-f3e5da1636a14bf7a4e253b7767463fe
出典データセット
uspto-grants-1979_11
特許番号
US04173649

関連ノート

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