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

HRID 235596ノート

反応式

HRID 235596 の反応式
[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]

参加物

5

反応物 4

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

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-640c9f60e3554f72b839d87c359fa91d
出典データセット
uspto-grants-1987_02
特許番号
US04640708

反応ノート

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