2-Benzylidenecyclohexanone → HCID 57269470, compound

HRID 279887Notes

Reaction equation

HRID 279887 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:10]=[C:11]([O:20][CH3:21])[C:12]=1[O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[C:6]([NH:8][NH2:9])=[O:7].[C:22]1([CH:28]=[C:29]2[CH2:34][CH2:33][CH2:32][CH2:31][C:30]2=O)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>C(O)C>[CH3:21][O:20][C:11]1[CH:10]=[C:5]([CH:4]=[C:3]([O:2][CH3:1])[C:12]=1[O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[C:6]([NH:8][N:9]=[C:30]1[CH2:31][CH2:32][CH2:33][CH2:34][C:29]1=[CH:28][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)=[O:7]

Participants

4

Reactant 2

HCID 989262-BenzylidenecyclohexanoneHCID 704518594-(Hexyloxy)-3,5-dimethoxybenzohydrazide

Product 1

HCID 57269470HCID 57269470, compoundYield 78.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of 29.6 g (0.1 mole) of 3,5-dimethoxy-4-hexyloxybenzoic acid hydrazide in 110 cm3 of anhydrous ethanol a solution of 18.6 g (0.1 mole) of 2-phenylmethylenecyclohexan-1-one in 50 cm3 of ethanol is added. The reaction mixture is boiled for one hour, cooled and filtered. 36.35 g (78.2%) of the named compound are obtained. M.p.: 158°-160° C.

Workup

  1. temperaturecooled
  2. filtrationfiltered

Sources & evidence

ORD record
ord-840522c85fe443af9af80ca1ff56e31e
Source dataset
uspto-grants-1986_05
Patent number
US04587261

Reaction notes

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