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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 638727Generated: November 1, 2026

6-(4-Isocyanatophenoxy)-hexanoic acid methyl ester → 6-(4-{2-[4-(5-Methoxycarbonyl-pentyloxy)-phenylcarbamoyloxy]-ethoxycarbonylamino}-phenoxy)-hexanoic acid methyl ester

https://huagongshe.com/reaction/638727

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-(4-Isocyanatophenoxy)-hexanoic acid methyl esterHCID 49764490—
Reactant6-[4-(2-Hydroxyethoxycarbonylamino)-phenoxy]-hexanoic acid methyl esterHCID 49764492—
SolventTolueneHCID 1140—
Product6-(4-{2-[4-(5-Methoxycarbonyl-pentyloxy)-phenylcarbamoyloxy]-ethoxycarbonylamino}-phenoxy)-hexanoic acid methyl esterHCID 5925395295%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a mixture of 6-[4-(2-Hydroxyethoxycarbonylamino)phenoxy]hexanoic acid methyl ester 37 (5 g, 15.38 mmol) in toluene (50 ml) was added 6-(4-Isocyanatophenoxy) hexanoic acid methyl ester 36 (4 g, 15.2 mmol) at room temperature and heated to 60° C. for 2 hours. Toluene was distilled off and water (50 ml) was added. The solid was filtered and dried to give crude 38, which was purified by column chromatography on silica gel using chloroform as eluant to get pure 38 (8.5 g, 94%) as a white powder. M.p: 118-120.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07691364B2
Source datasetuspto-grants-2010_04
ORD IDord-1aa2e1a9f49c4854887043def0f25d47
Source noteuspto-grants-2010_04