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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204716Generated: October 31, 2026

1,2-Dichloroethane → HCID 66612145, compound

https://huagongshe.com/reaction/2204716

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantDiisopropylethylamineHCID 81531—
ReactantHOAtHCID 181649—
Reactant3,3-DifluoropyrrolidineHCID 2782827—
ReactantHCID 66610949HCID 66610949—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 66612145HCID 66612145—

Reaction Steps

To a solution of 2-chloro-5-[(phenylmethyl)oxy]-4-{[(phenylmethyl)oxy]carbonyl}benzoic acid (may be prepared as described in Description 63; 480 mg, 1.21 mmol) in N,N-dimethylformamide (5 ml) was added diisopropylethylamine (0.63 ml, 3.63 mmol), 3,3-difluoropyrrolidine (208 mg, 1.45 mmol), 1-hydroxy-7-azabenzotriazole (198 mg, 1.45 mmol) and EDC (417 mg, 2.18 mmol). The solution was stirred for 18 hours, then water (10 ml) and ethyl acetate (15 ml) were added and the organic layer was separated. The organic layer was washed further with water (2×10 ml), dried (MgSO4) and the solvent removed in vacuo. Purification by column chromatography (2:1-1:1 cyclohexane/ethyl acetate) gave the title compound as a orange solid. 444 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365551B2
Source datasetuspto-grants-2016_06
ORD IDord-38c38f53917a4afc8c073867ad9ba9ed
Source noteuspto-grants-2016_06