Hydrochloric Acid → 3-(Dimethylamino)-6-ethoxycarbonyl-1,2,3,4-tetrahydrocarbazole

HRID 461550

반응식

HRID 461550 반응식
[CH3:1][N:2]([CH3:10])[CH:3]1[CH2:8][CH2:7][C:6](=O)[CH2:5][CH2:4]1.[C:11]([C:14]1[CH:19]=[CH:18][C:17]([NH:20]N)=[CH:16][CH:15]=1)([OH:13])=[O:12].Cl.[CH2:23](O)[CH3:24]>>[CH3:1][N:2]([CH3:10])[CH:3]1[CH2:8][C:7]2[C:18]3[C:17](=[CH:16][CH:15]=[C:14]([C:11]([O:13][CH2:23][CH3:24])=[O:12])[CH:19]=3)[NH:20][C:6]=2[CH2:5][CH2:4]1

참가 물질

5

반응물 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 120894-Hydrazinobenzoic acidHCID 103745454-(Dimethylamino)cyclohexan-1-one

생성물 1

HCID 128917863-(Dimethylamino)-6-ethoxycarbonyl-1,2,3,4-tetrahydrocarbazole

실험 절차

A solution of 15.5 g. of 4-dimethylaminocyclohexanone and 15.2 g. of 4-carboxyphenylhydrazine in 200 ml. of 5-N hydrogen chloride in ethyl alcohol was refluxed for twentyfour hours and the reaction mixture was evaporated to dryness under reduced pressure. The residue was dissolved in water, the aqueous solution was made alkaline with dilute sodium hydroxide and extracted with methylene dichloride and the extract was evaporated to dryness under reduced pressure to give, after recrystallization from isopropyl alcohol, 17.8 g. of 3-(dimethylamino)-6-ethoxycarbonyl-1,2,3,4-tetrahydrocarbazole, m.p. 188°-190° C.

후처리

  1. customthe reaction mixture was evaporated to dryness under reduced pressure
  2. dissolutionThe residue was dissolved in water
  3. extractionextracted with methylene dichloride
  4. customthe extract was evaporated to dryness under reduced pressure
  5. customto give
  6. customafter recrystallization from isopropyl alcohol, 17.8 g

출처 및 근거

ORD 기록
ord-75519fa448e048689b8fa07d8653aef6
출처 데이터셋
uspto-grants-1977_12
특허 번호
US04062864

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