Ethanol → HCID 12874074, compound

HRID 461558Notes

Reaction equation

HRID 461558 reaction equation
Cl.[CH3:2][N:3]([CH3:11])[CH:4]1[CH2:9][CH2:8][C:7](=O)[CH2:6][CH2:5]1.Cl.[CH2:13]([O:20][C:21]1[CH:22]=[C:23]([NH:27]N)[CH:24]=[CH:25][CH:26]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C(O)C>O>[CH3:2][N:3]([CH3:11])[CH:4]1[CH2:9][C:8]2[C:24]3[C:23](=[CH:22][C:21]([O:20][CH2:13][C:14]4[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=4)=[CH:26][CH:25]=3)[NH:27][C:7]=2[CH2:6][CH2:5]1

Participants

5

Reactant 3

HCID 702EthanolHCID 127174484-(Dimethylamino)cyclohexan-1-one--hydrogen chloride (1/1)HCID 12891839(3-(Benzyloxy)phenyl)hydrazine hydrochloride

Product 1

HCID 12874074HCID 12874074, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 15.8 g. of 4-dimethylaminocyclohexanone hydrochloride and 20.3 g. of 3-benzyloxyphenylhydrazine hydrochloride (m.p. 165°-168° C.) in 225 ml. of absolute ethyl alcohol was heated under reflux for three hours, cooled to room temperature, and diluted with 50 ml. of water. After standing for three hours the resulting crystals were collected by filtration and washed with ethyl alcohol to give, after recrystallization from ethyl alcohol, 6.1 g. of 3-(dimethylamino)-7-(benzyloxy)-1,2,3,4-tetrahydrocarbazole hydrochloride, m.p. 237°-239° C.

Workup

  1. temperatureunder reflux for three hours
  2. additiondiluted with 50 ml
  3. filtrationthe resulting crystals were collected by filtration
  4. washwashed with ethyl alcohol
  5. customto give
  6. customafter recrystallization from ethyl alcohol, 6.1 g

Sources & evidence

ORD record
ord-dc411932b4a94c0084520834d420f485
Source dataset
uspto-grants-1977_12
Patent number
US04062864

Reaction notes

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