HCID 14078470, compound → 4-Methoxybenzaldehyde

HRID 1030703Notes

Reaction equation

HRID 1030703 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 0.4 g of the 2'-hydroxy-4'-methoxy-3'-(3-methyl-2-butenyl)acetophenone obtained in Production Example 2 and 0.3 ml of p-anisaldehyde, and the solution was cooled to 0° C. and 7.5 ml of a saturated solution of potassium hydroxide in ethanol was added to the solution. In a nitrogen current, the mixture was stirred at 0° C. for 30 minutes and at room temperature for 4 days. After the reaction, hydrochloric acid was added to the reaction liquid under cooling and the reaction liquid was gradually made acidic, and the formed precipitate was recovered by filtration and recrystallized from methanol to obtain 0.4 g (yield=64.7%) of 2'-hydroxy-4,4'-dimethoxy3'-(3-methyl-2-butenyl)chalcone in the form of a yellow needle.

Sources & evidence

ORD record
ord-fb9a71f8818b4f179a593cac0cb31f70
Source dataset
uspto-grants-1992_04
Patent number
US05106871

Reaction notes

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