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

HRID 128118

反応式

HRID 128118 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

A solution of 7 g. of dimethylaminocyclohexanone and 8.4 g. of 3-methoxyphenylhydrazine hydrochloride in 40 ml. of absolute ethyl alcohol and 12 ml. of 4-N hydrogen chloride in ethyl alcohol was heated under reflux for two 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.

後処理

  1. temperatureunder reflux for two 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

出典と根拠

ORDレコード
ord-0e08576729e94ed486fc6f1c4f71f701
出典データセット
uspto-grants-1981_03
特許番号
US04257952

関連ノート

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