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

HRID 235596노트

반응식

HRID 235596 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 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 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-640c9f60e3554f72b839d87c359fa91d
출처 데이터셋
uspto-grants-1987_02
특허 번호
US04640708

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