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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 480652Generated: October 24, 2026

Guaiacol → 2-Methoxyphenyl chloroformate

https://huagongshe.com/en/reaction/480652

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGuaiacolHCID 460—
ReactantN,N-DimethylanilineHCID 949—
ReactantDimethylformamideHCID 6228—
ReactantPhosgeneHCID 6371—
SolventTolueneHCID 1140—
SolventChlorobenzeneHCID 7964—
Product2-Methoxyphenyl chloroformateHCID 336214350%

Reaction Steps

A solution of 2-methoxyphenol (2 g, 16.1 mmol), N,N-dimethylaniline (1.95 g, 16.1 mmol), phosgene (8.34 mL of a 1.93 M solution in toluene, 16.1 mmol) and a catalytic amount of DMF in chlorobenzene (5 mL) was stirred in a pressure tube for 2 h at 80° C. The organic layer was separated and concentrated in vacuo. The residue was distilled (Buchi Kugelrohr; bp=115° C. @ 10 mm Hg) to provide 2-methoxyphenyl chloroformate (1.5 g; 50%) as a clear oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06653314B2
Source datasetuspto-grants-2003_11
ORD IDord-1ac603b16d3541589473cb523aa38766
Source noteuspto-grants-2003_11