2-Chlorobenzaldehyde → 2-(2-Chlorobenzylidene)-1-azabicyclo[2.2.2]octan-3-one

HRID 4978

反応式

HRID 4978 の反応式
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C:3](=[O:9])[CH2:2]2.[Cl:10][C:11]1[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=1[CH:13]=O.[OH-].[K+]>CO>[Cl:10][C:11]1[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=1[CH:13]=[C:2]1[C:3](=[O:9])[CH:4]2[CH2:7][CH2:8][N:1]1[CH2:6][CH2:5]2

参加物

5

反応物 3

HCID 69962-ChlorobenzaldehydeHCID 14797Potassium HydroxideHCID 195073-Quinuclidinone

生成物 1

HCID 2974052-(2-Chlorobenzylidene)-1-azabicyclo[2.2.2]octan-3-one

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

1-Azabicyclo[2.2.2]octan-3-one (3.86 g) was heated at reflux with 2-chlorobenzaldehyde (8.33 ml), potassium hydroxide (0.4 g) and methanol (60 ml) under nitrogen for 2.5 hours. The volatiles were removed in vacuo and the residue washed with sodium hydrogen carbonate. This was extracted (×4) with dichloromethane. The organic layer was washed with water and dried (MgSO4). The dichloromethane was removed in vacuo and the residue recrystallised from methanol-dichloromethane, to afford the title compound as yellow crystals:

後処理

  1. customThe volatiles were removed in vacuo
  2. washthe residue washed with sodium hydrogen carbonate
  3. extractionThis was extracted (×4) with dichloromethane
  4. washThe organic layer was washed with water
  5. dry with materialdried (MgSO4)
  6. customThe dichloromethane was removed in vacuo
  7. customthe residue recrystallised from methanol-dichloromethane

出典と根拠

ORDレコード
ord-247ca74c98124c71aa0d4daf168eb8af
出典データセット
uspto-grants-1993_09
特許番号
US05242930

関連ノート

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