Acetone → 1-(3-Chloro-1-methyl-5,6,7,8-tetrahydroisoquinolin-4-yl)-but-1-en-3-one

HRID 2118853노트

반응식

HRID 2118853 반응식
[Cl:1][C:2]1[N:3]=[C:4]([CH3:14])[C:5]2[CH2:6][CH2:7][CH2:8][CH2:9][C:10]=2[C:11]=1[CH:12]=O.[OH-].[Na+].O.[CH3:18][C:19]([CH3:21])=[O:20]>>[Cl:1][C:2]1[N:3]=[C:4]([CH3:14])[C:5]2[CH2:6][CH2:7][CH2:8][CH2:9][C:10]=2[C:11]=1[CH:12]=[CH:18][C:19](=[O:20])[CH3:21]

참가 물질

5

반응물 4

HCID 180AcetoneHCID 962WaterHCID 14798Sodium HydroxideHCID 139353363-Chloro-1-methyl-5,6,7,8-tetrahydroisoquinoline-4-carboxaldehyde

생성물 1

HCID 537568801-(3-Chloro-1-methyl-5,6,7,8-tetrahydroisoquinolin-4-yl)-but-1-en-3-one

실험 절차

3-Chloro-1-methyl-5,6,7,8-tetrahydroisoquinoline-4-carboxaldehyde (4.0 g) was stirred with a few drops of a 2% aqueous sodium hydroxide solution in aqueous acetone (1:2 v/v; 20 ml) at room temperature for 4 hr. the mixture was poured into water which was then extracted with the diethyl ether. The residue obtained after evaporation of the dried (MgSO4) organic extract was purified by column chromatography over silica with dichloromethane elution to give 1-(3-chloro-1-methyl-5,6,7,8-tetrahydroisoquinolin-4-yl)-but-1-en-3-one as white crystals, mp 90° C.

후처리

  1. extractionwas then extracted with the diethyl ether
  2. customThe residue obtained
  3. customafter evaporation of the
  4. dry with materialdried (MgSO4)
  5. extractionorganic extract
  6. customwas purified by column chromatography over silica with dichloromethane elution

출처 및 근거

ORD 기록
ord-ab9f6f05c203449c8d039107e6e16a03
출처 데이터셋
uspto-grants-1987_07
특허 번호
US04680400

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