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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 913165Generated: October 26, 2026

Water → Ethyl (3-chloro-4-{1,3-dioxo-4,9-bis[(phenylmethyl)oxy]-1,3-dihydro-2H-benzo[f]isoindol-2-yl}phenyl)acetate

https://huagongshe.com/reaction/913165

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,4-Bis[(phenylmethyl)oxy]-2,3-naphthalenedicarboxylic acidHCID 438020—
Reactant(4-Amino-3-chloro-phenyl)-acetic acid ethyl esterHCID 17859298—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventAcetic AcidHCID 176—
ProductEthyl (3-chloro-4-{1,3-dioxo-4,9-bis[(phenylmethyl)oxy]-1,3-dihydro-2H-benzo[f]isoindol-2-yl}phenyl)acetateHCID 58012507—

Reaction Steps

A mixture of 1 1,4-bis[(phenylmethyl)oxy]-2,3-naphthalenedicarboxylic acid (5.0 g, 11.68 mmol), ethyl (4-amino-3-chlorophenyl)acetate (4.74 g, 22.2 mmol) and DMAP (0.427 g, 3.59 mmol) were heated to 120° C. in acetic acid (20 ml) for 18 hours. Water was added and the mixture and resulting brown solid collected by filtration and washed with water. This was triturated with ether to give a cream solid which was collected by filtration and dried in the vacuum oven (5.34 g, 8.83 mmol). LC/MS: Rt=4.15, [MH]+ 606.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08026270B2
Source datasetuspto-grants-2011_09
ORD IDord-8fb15f0916914c888de841fe27f189db
Source noteuspto-grants-2011_09