Potassium Hydroxide → HCID 67833746, compound

HRID 1534689Notes

Reaction equation

HRID 1534689 reaction equation
[C:1]([CH2:4][O:5][C:6]1[CH:11]=[C:10]([O:12][CH:13]=[CH:14][CH:15]([CH3:17])[CH3:16])[CH:9]=[CH:8][C:7]=1[C:18](=[O:20])[CH3:19])([OH:3])=[O:2].[CH:21]([C:29]1[CH:36]=[CH:35][C:32]([CH:33]=O)=[CH:31][CH:30]=1)=[CH:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28].[OH-].[K+]>C(O)C>[C:1]([CH2:4][O:5][C:6]1[CH:11]=[C:10]([O:12][CH2:13][CH:14]=[C:15]([CH3:16])[CH3:17])[CH:9]=[CH:8][C:7]=1[C:18](=[O:20])[CH:19]=[CH:33][C:32]1[CH:35]=[CH:36][C:29](/[CH:21]=[CH:22]/[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])=[CH:30][CH:31]=1)([OH:3])=[O:2]

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 54474370HCID 54474370, compoundHCID 54496908HCID 54496908, compound

Product 1

HCID 67833746HCID 67833746, compoundYield 57.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 9.35 g of 2'-carboxymethoxy-4'-(3-methyl-butenyloxy)acetophenone and 7.37 g of 4-(1-octenyl)benzaldehyde in 170 ml of ethanol was added 11.5 g of potassium hydroxide and the mixture was stirred for 45 minutes. After neutralization with dilute hydrochloric acid, the precipitated solid was collected by filtration and recrystallized from 90% ethanol to give 9.2 g of 2'-carboxymethoxy-4'-(3-methyl-2-butenyloxy)-4-(1-(E)-octenyl)chalcone of the title compound as a plae yellow powder.

Workup

  1. filtrationAfter neutralization with dilute hydrochloric acid, the precipitated solid was collected by filtration
  2. customrecrystallized from 90% ethanol

Sources & evidence

ORD record
ord-192f1f9248e54ecb81142643c1733310
Source dataset
uspto-grants-1992_02
Patent number
US05089654

Reaction notes

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