2-Hydrazinoethanol → 3,3a,4,5,6,7-Hexahydro-3-phenyl-7-(phenylmethylene)-2-H-indazole-2-ethanol

HRID 1076499Notes

Reaction equation

HRID 1076499 reaction equation
[C:1]1([CH:7]=[C:8]2[CH2:13][CH2:12][CH2:11][C:10](=[CH:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:9]2=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH:22][CH2:23][CH2:24][NH:25][NH2:26]>CO>[C:1]1([CH:7]2[CH:8]3[C:9]([C:10](=[CH:14][C:15]4[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=4)[CH2:11][CH2:12][CH2:13]3)=[N:26][N:25]2[CH2:24][CH2:23][OH:22])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 80172-HydrazinoethanolHCID 953362,6-Bis(benzylidene)cyclohexanone

Product 1

HCID 867334203,3a,4,5,6,7-Hexahydro-3-phenyl-7-(phenylmethylene)-2-H-indazole-2-ethanol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A suspension of the 2,6-bis(phenylmethylene)cyclohexanone from example 1a in methanol is treated with (2-hydroxyethyl)hydrazine. The mixture is heated and the resulting solution is refluxed for four hours, cooled, and the bulk of the methanol is evaporated. The resulting alcohol is triturated with ether, cooled overnight, filtered, and dried in vacuo.

Workup

  1. temperatureThe mixture is heated
  2. temperaturethe resulting solution is refluxed for four hours
  3. temperaturecooled
  4. customthe bulk of the methanol is evaporated
  5. customThe resulting alcohol is triturated with ether
  6. temperaturecooled overnight
  7. filtrationfiltered
  8. customdried in vacuo

Sources & evidence

ORD record
ord-eb919a32a839418686be3098007ba666
Source dataset
uspto-grants-1976_05
Patent number
US03957762

Reaction notes

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