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

HRID 46491

반응식

HRID 46491 반응식
[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

참가 물질

5

반응물 3

HCID 712FormaldehydeHCID 10473Dimethylamine, hydrochlorideHCID 637759Benzylideneacetone

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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.

출처 및 근거

ORD 기록
ord-f3e5da1636a14bf7a4e253b7767463fe
출처 데이터셋
uspto-grants-1979_11
특허 번호
US04173649

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