Hydrochloric Acid → 3-(Dimethylamino)-7-methoxy-1,2,3,4-tetrahydrocarbazole

HRID 1077359

반응식

HRID 1077359 반응식
[CH3:1][N:2]([CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][C:5]1=O)[CH3:3].Cl.[CH3:12][O:13][C:14]1[CH:15]=[C:16]([NH:20]N)[CH:17]=[CH:18][CH:19]=1.Cl>C(O)C>[CH3:1][N:2]([CH3:3])[CH:4]1[CH2:9][C:8]2[C:17]3[C:16](=[CH:15][C:14]([O:13][CH3:12])=[CH:19][CH:18]=3)[NH:20][C:7]=2[CH2:6][CH2:5]1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 1388872-(Dimethylamino)cyclohexan-1-oneHCID 27239403-Methoxyphenylhydrazine hydrochloride

생성물 1

HCID 123618403-(Dimethylamino)-7-methoxy-1,2,3,4-tetrahydrocarbazole

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

A solution of 7 g. of dimethylaminocyclohexanone and 8.4 g. of 3-methyoxyphenylhydrazine hydrochloride in 40 ml. of absolute ethyl alcohol and 12 ml. of 4-N hydrogen chloride in ethyl alcohol was heated under reflux for 2 hours. The reaction mixture was allowed to stand for sixteen hours, filtered, and the filtrate was evaporated to dryness under reduced pressure. The residue was taken up in water, made alkaline with dilute sodium hydroxide and extracted with ether. The ether extract was washed with water, dried, ethereal hydrogen chloride was added, and the resulting oily precipitate was collected by decantation, recrystallized twice from isopropyl alcohol, suspended in chloroform and treated with dilute sodium hydroxide. The chloroform extract was evaporated to dryness under reduced pressure to give 3-(dimethylamino)-7-methoxy-1,2,3,4-tetrahydrocarbazole, m.p. 100°-105°C.

후처리

  1. temperatureunder reflux for 2 hours
  2. waitto stand for sixteen hours
  3. filtrationfiltered
  4. customthe filtrate was evaporated to dryness under reduced pressure
  5. extractionextracted with ether
  6. extractionThe ether extract
  7. washwas washed with water
  8. customdried
  9. additionethereal hydrogen chloride was added
  10. customthe resulting oily precipitate was collected by decantation
  11. customrecrystallized twice from isopropyl alcohol
  12. additiontreated with dilute sodium hydroxide
  13. extractionThe chloroform extract
  14. customwas evaporated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-d7bc7038b5e84899a0fa704b5e628488
출처 데이터셋
uspto-grants-1976_05
특허 번호
US03959309

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