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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1110253Generated: November 2, 2026

3-(Octadecyloxy)-5-[(5-methoxy-5-oxopentyl)oxy]phenylcarbamic acid phenylmethyl ester → 5-[3-Amino-5-(octadecyloxy)phenoxy]pentanoic acid methyl ester

https://huagongshe.com/reaction/1110253

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(Octadecyloxy)-5-[(5-methoxy-5-oxopentyl)oxy]phenylcarbamic acid phenylmethyl esterHCID 53748661—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product5-[3-Amino-5-(octadecyloxy)phenoxy]pentanoic acid methyl esterHCID 5431045397.2%

Reaction Steps

A mixture of 8.9 g of 3-(octadecyloxy)-5-[(5-methoxy-5-oxopentyl)oxy]phenylcarbamic acid phenylmethyl ester and 1.5 g of 10% palladium on carbon in 250 ml of THF was stirred in a hydrogen atmosphere at room temperature for 2.5 hours. The catalyst was removed by filtration and the filtrate was concentrated at reduced pressure to a solid which was triturated with hexane and filtered to give 6.8 g (97% yield, mp 57°-59°) of 5-[3-amino-5(octadecyloxy)phenoxy]pentanoic acid methyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05324747
Source datasetuspto-grants-1994_06
ORD IDord-b060b4c711044422abb0b27f31fc832f
Source noteuspto-grants-1994_06