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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1030682Generated: November 1, 2026

Hydrochloric Acid → HCID 19744888, compound

https://huagongshe.com/reaction/1030682

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium hydrideHCID 24758—
ReactantMethyl bromoacetateHCID 60984—
ReactantHCID 14672089HCID 14672089—
SolventDimethylformamideHCID 6228—
ProductHCID 19744888HCID 1974488870.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

To 16.7 g of the so-obtained 2'-hydroxy-3'-isopentyl-4',6'-dimethoxyacetophenone and 1.5 g of sodium hydride was added 130 ml of dimethylformamide, and 9.9 g of methyl α-bromoacetate was further added and the mixture was stirred for 1.5 hours at 0° C. and for 2 hours at room temperature to effect reaction. After the reaction, the reaction mixture was made acidic by dilute hydrochloric acid, extracted with diethyl ether and filtered. The solvent was removed from the filtrate by distillation. The obtained residue was subjected to the silica gel column chromatography [230-400 mesh silica gel, eluting solvent=n-hexane/ethyl acetate (4/1)] to obtain 14.9 g (yield=70.3%) of 3'-isopentyl-4',6'-dimethoxy-2'-methoxycarbonylmethoxyacetophenone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05106871
Source datasetuspto-grants-1992_04
ORD IDord-0e563822ba8b43a9ab70908c1f682eb7
Source noteuspto-grants-1992_04