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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2379454Generated: November 2, 2026

Methyl chloroformate → 4,5-Bis(methoxycarbonyloxy)-9,10-dihydro-9,10-dioxo-2-anthracenecarboxylic acid butyl ester

https://huagongshe.com/reaction/2379454

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroformateHCID 6586—
ReactantTriethylamineHCID 8471—
ReactantHCID 54443434HCID 54443434—
SolventTetrahydrofuranHCID 8028—
Product4,5-Bis(methoxycarbonyloxy)-9,10-dihydro-9,10-dioxo-2-anthracenecarboxylic acid butyl esterHCID 53959567—

Reaction Steps

2.7 g (8 mmoles) of the product of Example 15 are dissolved in 100 ml of anhydrous tetrahydrofuran; the resulting solution is added first with 2.42 g (24 mmoles) of anhydrous triethylamine, then, after cooling to 0°-5° C., with 1.6 g (17 mmoles) of methyl chloroformate. The reaction is complete within 3 hours, keeping room temperature. After that, solvent is evaporated off under reduced pressure and the residue is washed with acidulated water, the product is filtered, washed and crystallized from ethyl ether. M.p. 200°-202° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05362750
Source datasetuspto-grants-1994_11
ORD IDord-6d69df4340aa4cb18c0a07cb697980be
Source noteuspto-grants-1994_11