HCID 19744888, compound → 4-Methoxybenzaldehyde

HRID 1030722Notes

Reaction equation

HRID 1030722 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-907448f7d4d348f1aab9d346955c8284
Source dataset
uspto-grants-1992_04
Patent number
US05106871

Reaction notes

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