Tacrine → 1,2,3,4-Tetrahydroacridine

HRID 456854ノート

反応式

HRID 456854 の反応式
[CH:1]1[CH:2]=[CH:3][C:4]2[C:5](=[C:7](N)[C:8]3[CH2:14][CH2:13][CH2:12][CH2:11][C:9]=3[N:10]=2)[CH:6]=1.BrCCCC(Cl)=O>C(Cl)(Cl)Cl.CN(C)C=O>[CH2:14]1[C:8]2[C:9](=[N:10][C:4]3[C:5]([CH:7]=2)=[CH:6][CH:1]=[CH:2][CH:3]=3)[CH2:11][CH2:12][CH2:13]1

参加物

5

反応物 2

HCID 1935TacrineHCID 702254-Bromobutyryl chloride

生成物 1

HCID 1553151,2,3,4-Tetrahydroacridine

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒2 回HCID 6228Dimethylformamide溶媒

実験手順

To a solution of tacrine (4 g, 20.17 mmoles) in chloroform (50 ml) and N,N-dimethylformamide (15 ml), 4-bromobutyroylchloride (3.5 ml, 30.25 mmoles) is added. The reaction mixture is maintained under stirring at room temperature for 6 hours and then diluted with chloroform and washed with water. The organic phase, anhydrified with sodium sulphate, is evaporated at reduced pressure. The crude product is purged by chromatography on silica gel, eluting with n-hexane/ethyl acetate 8/2 (ratio by volume). 9-[4-bromo)butyroylamino]-1,2,3,4-tetrahydroacridine is obtained.

後処理

  1. temperatureThe reaction mixture is maintained
  2. washwashed with water
  3. customis evaporated at reduced pressure
  4. customThe crude product is purged by chromatography on silica gel
  5. washeluting with n-hexane/ethyl acetate 8/2 (ratio by volume)

出典と根拠

ORDレコード
ord-b0cc6af41dd443fcbbf0c0233436d201
出典データセット
uspto-grants-2007_03
特許番号
US07186753B1

反応ノート

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