Tacrine → 1,2,3,4-Tetrahydroacridine

HRID 2356999노트

반응식

HRID 2356999 반응식
[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

참가 물질

5

반응물 2

HCID 1935TacrineHCID 702254-Bromobutyryl chloride

생성물 1

HCID 1553151,2,3,4-Tetrahydroacridine

시약·촉매·용매 2

HCID 6212Chloroform용매2회HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-387aecefefb645d799e484305ffda361
출처 데이터셋
uspto-grants-2010_07
특허 번호
US07759392B2

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