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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1614018Generated: October 25, 2026

Trimethylamine → Bis(4-propargyloxycarbonyloxyphenyl)methane

https://huagongshe.com/reaction/1614018

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylamineHCID 1146—
ReactantDichloromethaneHCID 6344—
ReactantBis(4-hydroxyphenyl)methaneHCID 12111—
ReactantPropargyl chloroformateHCID 3356829—
SolventWater methylene chlorideHCID 21908982—
ProductBis(4-propargyloxycarbonyloxyphenyl)methaneHCID 1978600693.6%

Reaction Steps

A flask equipped with a stirrer, thermoter, nitrogen gas tube and reflux condenser was charged with 20.0 g of bis(4-hydroxyphenyl)methane, 50.0 g of methylene chloride and 23.0 g of trimethylamine. To the flask was added 26.0 g of propargyl chloroformate dropwise over one hour and the mixture was allowed to react for 6 hours at 30° C. After the reaction, the reaction mixture was treated with methylene chloride-water mixture and the organic phase was separated followed by drying over magnesium sulfate overnight. After filtering, the filtrate was evaporated in a rotary evaporator. The resulting crystals were recrystallized to give the title compound melting at 60° C. at a yield of 93.6% of theory.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05194653
Source datasetuspto-grants-1993_03
ORD IDord-2c8f7ff2ab96448cbe9ee7c1a2505f2e
Source noteuspto-grants-1993_03