1-[2-Hydroxy-4,6-bis(methoxymethoxy)phenyl]ethanone → 4-Methoxybenzaldehyde

HRID 1030747Notes

Reaction equation

HRID 1030747 reaction equation
O[C:2]1[CH:7]=[C:6]([O:8][CH2:9]OC)[CH:5]=[C:4](OCOC)[C:3]=1[C:16](=[O:18])C>C(O)C>[CH3:9][O:8][C:6]1[CH:7]=[CH:2][C:3]([CH:16]=[O:18])=[CH:4][CH:5]=1

Participants

3

Reactant 1

HCID 108796971-[2-Hydroxy-4,6-bis(methoxymethoxy)phenyl]ethanone

Product 1

HCID 312444-MethoxybenzaldehydeYield 114.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 45 ml of ethanol were dissolved 6.00 g of the 2'-hydroxy-4',6'-bis(methoxymethoxy)acetophenone obtained in Production Example 11 and 3.65 g of the p-methoxybenzaldehyde obtained in Production Example 25, and the solution was cooled to 0° C. and 55 of a saturated solution was cooled to 0° C. and 55 ml of a saturated solution of potassium hydroxide in ethanol was added to the solution. The mixture was stirred for 24 hours. After the reaction, the reaction liquid was diluted with water and neutralized with 6N hydrochloric acid, and the formed precipitate was recovered by filtration to obtain 8.17 g (yield=86.3%) of 2'-hydroxy-4,4',6'-tris(methoxymethoxy)chalcone.

Sources & evidence

ORD record
ord-89aca6791f14460cb7203d412d934412
Source dataset
uspto-grants-1992_04
Patent number
US05106871

Reaction notes

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