Hydrochloric Acid → 5-(3,4-Dimethoxyphenyl)cyclohexane-1,3-dione
Reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]2[CH2:16][C:15](=[O:17])[CH2:14][C:13](=[O:18])[CH:12]2C(OCC)=O)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].Cl>[OH-].[K+]>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]2[CH2:16][C:15](=[O:17])[CH2:14][C:13](=[O:18])[CH2:12]2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
10% Aqueous solution of potassium hydroxide (760 ml) was added to ethyl 2-(3,4-dimethoxyphenyl)-4,6-dioxocyclohexane carboxylate (122 g), and the mixture was refluxed for 3.5 hours. After cooling the reaction solution on ice, it was adjusted to pH1 with concentrated hydrochloric acid, and stirred at 50° C. for an hour. After allowing the reaction solution to cool, the deposited crystals were filtered by suction and washed with purified water and isopropyl ether to give 85.8 g of 5-(3,4-dimethoxyphenyl)cyclohexane-1,3-dione (90.5%).
Workup
- temperaturethe mixture was refluxed for 3.5 hours
- temperatureAfter cooling the reaction solution on ice, it
- temperatureto cool
- filtrationthe deposited crystals were filtered by suction
- washwashed with purified water and isopropyl ether
Sources & evidence
- ORD record
- ord-6b7deb2b253a4881818a6a1f4c9b9727
- Source dataset
- uspto-grants-2000_05
- Patent number
- US06069176
Reaction notes
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