Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 736846Generated: October 25, 2026

Water → 2-Methoxy-6,6-dimethyl-3,5-heptanedione

https://huagongshe.com/reaction/736846

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPinacoloneHCID 6416—
ReactantSodium amideHCID 24533—
ReactantPropanoic acid, 2-methoxy-, methyl esterHCID 86599—
SolventAcetic AcidHCID 176—
Product2-Methoxy-6,6-dimethyl-3,5-heptanedioneHCID 2498712752%

Reaction Steps

In a 200 mL-volume flask equipped with a stirrer, a thermometer and a dropping funnel was placed 8.20 g (210 mmol) of sodium amide, and the flask was purged with argon. Then, 80 mL of toluene was placed in the flask. Subsequently, 15.1 g (150.8 mmol) of 3,3-dimethyl-2-butanone was slowly dropped into the flask, and the resulting mixture was stirred for 15 minutes. Into the flask was further dropped 5.50 g (46.6 mmol) of methyl 2-methoxypropionate (prepared by the method of Reference Example 1), and the mixture was stirred for 30 minutes for carrying out a reaction. After the reaction was complete, 50 mL of water was placed in the flask under cooling with ice. The aqueous portion was taken out, neutralized with acetic acid, and subjected to extraction with ether. The ether extract was washed with water, dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated and distilled under reduced pressure (59° C., 492 Pa) to give 4.50 g (yield: 52%) of 2-methoxy-6,6-dimethyl-3,5-heptanedione as colorless liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07595414B2
Source datasetuspto-grants-2009_09
ORD IDord-28b2f7864fd24bfebc3c0dba4e1b25e9
Source noteuspto-grants-2009_09