Water → Ethyl 2-(1,3-dioxoisoindolin-2-yl)-2-fluoroacetate

Participants

Role	Name	HCID	Charge
Reactant	Water	HCID 962	—
Reactant	Diethyl Ether	HCID 3283	—
Reactant	Dimethylformamide	HCID 6228	—
Reactant	Acetic acid, 2-bromo-2-fluoro-, ethyl ester	HCID 2733407	—
Reactant	Potassium phthalide	HCID 67006573	—
Product	Ethyl 2-(1,3-dioxoisoindolin-2-yl)-2-fluoroacetate	HCID 13594881	—

Reaction Conditions

Temperature	80 °C

Reaction Steps

A stirred mixture of ethyl bromofluoroacetate (1.0 g, 5.4 mmol) and potassium phthalide (1.0 g, 5.4 mmol) in dimethylformamide (10 mL) is heated at 80° C. for 3 hours. The mixture is stirred with ether (50 mL) and water (50 mL) and the organic layer then washed with water and brine (30 mL each), and dried over sodium sulfate. The solvent is removed in vacuo to give ethyl 2-(1,3-dioxoisoindolin-2-yl)-2-fluoroacetate which is further purified through chromatography.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05874448
Source dataset	uspto-grants-1999_02
ORD ID	ord-adc2f0d352cc4ef2ad1036de8b178de2
Source note	uspto-grants-1999_02