HCID 14078470, compound → 4-Methoxybenzaldehyde

HRID 2254252Notes

Reaction equation

HRID 2254252 reaction equation
O[C:2]1[C:7](CC=C(C)C)=[C:6]([O:13][CH3:14])[CH:5]=[CH:4][C:3]=1[C:15](=[O:17])C>C(O)C>[CH:15](=[O:17])[C:3]1[CH:2]=[CH:7][C:6]([O:13][CH3:14])=[CH:5][CH:4]=1

Participants

3

Reactant 1

HCID 14078470HCID 14078470, compound

Product 1

HCID 312444-Methoxybenzaldehyde

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 5 ml of ethanol were dissolved 0.48 g of 2'-hydroxy-4'-methoxy-3'-(3-methyl-2-butenyl)acetophenone obtained in production Example 9 and 0.35 ml of p-anisaldehyde. The solution was cooled to 0° C. and 7.5 ml of a saturated ethanol solution of potassium hydroxide was added to the solution, and the mixture was stirred at 0° C. for 30 minutes and at room temperature for 4 days. After the reaction, 3 N hydrochloric acid was added to the reaction liquid under cooling to gradually make the liquid acidic, and the formed precipitate was recovered by filtration and recrystallized from methanol to obtain 0.47 g (yield=64.7%) of 2'-hydroxy-4,4'-dimethoxy-3'-(3-methyl-2-butenyl)chalcone in the form of a yellow needle.

Sources & evidence

ORD record
ord-9a5be756af3949c1904be89796d2f6e3
Source dataset
uspto-grants-1993_08
Patent number
US05234951

Reaction notes

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