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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2228847Generated: October 31, 2026

Sodium Methoxide → HCID 86758335, compound

https://huagongshe.com/reaction/2228847

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
ReactantMethyl 2-[2-(bromomethyl)phenyl]-3-methoxyprop-2-enoateHCID 53395349—
Reactant5-methylhex-5-en-2,3-dione 3-(O-methyloxime) 2-oximeHCID 136383546—
SolventDimethylformamideHCID 6228—
ProductHCID 86758335HCID 86758335—

Reaction Conditions

Temperature23 °C

Reaction Steps

112.2 g of a 30% strength methanolic solution of sodium methoxide were added to 11.5 g of 5-methylhex-5-ene-2,3-dione 3-(O-methyloxime) 2-oxime from Example 4 in 55 ml of DMF, and the mixture was stirred at 23° C. for 30 minutes. 21.3 g of methyl 2-(2-bromomethylphenyl)-3-methoxyacrylate (preparation: see U.S. Pat. No. 5,286,894) in 400 ml of DMF were subsequently added dropwise (temperature increase to up to 35° C.), and the reaction solution was stirred at 23° C. for one hour and then poured into ice-water/n-pentane. The mixture was subsequently stirred for one hour and the product was filtered off with suction, washed with water and a little n-pentane and dried under reduced pressure. Yield: 16.7 g of the title compound as a yellowish solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06417388B1
Source datasetuspto-grants-2002_07
ORD IDord-c6329c750855447d86cdf0ec44e0c44b
Source noteuspto-grants-2002_07