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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2254247Generated: November 1, 2026

Sodium hydride → HCID 19744904, compound

https://huagongshe.com/reaction/2254247

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantMethyl bromoacetateHCID 60984—
ReactantHCID 19744896HCID 19744896—
SolventDimethylformamideHCID 6228—
ProductHCID 19744904HCID 1974490491%

Reaction Conditions

Temperature0 °C

Reaction Steps

Then, 30 ml of dimethylformamide was added to 5.2 g of 1-[4,6-dimethoxy-2-hydroxy-3-(3-methyl-2-butenyl)phenyl]-3-(4-methoxyphenyl)-1-propanone and 335 mg of sodium hydride, and the mixture was stirred at 0° C. for 1 hour. Then, 2.2 g of methyl α-bromoacetate was added to the mixture, and the mixture was stirred at 0° C. for 1 hour and at room temperature for 2 hours to effect reaction. After the reaction, the reaction mixture was extracted with ethyl acetate and filtered, and the solvent was removed from the filtrate by distillation. The obtained residue was subjected to the silica gel column chrometography [230-400 mesh silica gel; eluting solvent=n-hexane/ethyl acetate (4/1)]. to obtain 5.6 g (yield=91.0%) of 1-[4,6-dimethoxy-2-methoxycarbonylmethoxy-3-(3-methyl-2-butenyl)phenyl]-3-(4-methoxyphenyl)-1-propanone in the form of a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05234951
Source datasetuspto-grants-1993_08
ORD IDord-bf676d0efb2a419aba3202faa5f4f084
Source noteuspto-grants-1993_08