HCID 19744888, compound → 4-Methoxybenzaldehyde

HRID 2254238Notes

Reaction equation

HRID 2254238 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7](OC)[C:6]([C:11](=[O:13])C)=[C:5](OCC(OC)=O)[C:4]=1CCC(C)C>C(O)C>[CH:11](=[O:13])[C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1

Participants

3

Reactant 1

HCID 19744888HCID 19744888, compound

Product 1

HCID 312444-MethoxybenzaldehydeYield 101.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a liquid mixture of 11.8 g of the 4',6'dimethoxy-2'methoxycarbonylmethoxy-3'-isopentylacetophenone obtained in Production Example 5, 4.8 g of p-anisaldehyde and 50 ml of ethanol was added 150 ml of a saturated solution of potassium hydroxide in ethanol, and the mixture was stirred at room temperature overnight to effect a reaction. After the reaction, the reaction mixture was made acidic by dilute hydrochloric acid, extracted with diethyl ether and filtered, and the solvent was removed from the filtrate by distillation. The obtained residue was recrystallized from a mixed solvent of diethyl ether and n-hexane to obtain 12.7 g (yield=81.9%) of 2'-carboxymethoxy-4,4',6'-trimethoxy-3'-isopentylchalcone in the form of a yellow prism.

Sources & evidence

ORD record
ord-3ed81e02ac474acf9c168c767cac1e40
Source dataset
uspto-grants-1993_08
Patent number
US05234951

Reaction notes

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