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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1967580Generated: October 30, 2026

Ethyl bromoacetate → HCID 68554790, compound

https://huagongshe.com/reaction/1967580

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromoacetateHCID 7748—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 68557314HCID 68557314—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 68554790HCID 6855479048.1%

Reaction Steps

To [4-(3-sec-Butyl-4-methoxy-phenoxy)-3,5-dichloro-phenylamino]-acetic acid ethyl ester (Example 2, step 2) (48.0 g, 0.11 mol), ethyl bromoacetate (188 g, 1.12 mol) and diisopropylethylamine (145.57 g, 1.12 mol) in DMF (480 mL) were stirred at 120° C. for 18 h. The reaction mixture was poured in to ice-water. The product was taken up in ethyl acetate, washed with water, brine, dried over sodium sulphate, filtered and concentrated to give the crude product, which was purified by column chromatography over flash silica gel (hexane:ethyl acetate 90:10) to give pure {[4-(3-sec-Butyl-4-methoxy-phenoxy)-3,5-dichloro-phenyl]-ethoxycarbonylmethyl-amino}-acetic acid ethyl ester (27.1 g, 47% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420851B2
Source datasetuspto-grants-2013_04
ORD IDord-0d1dcf4c967f4f3c988de1194716837a
Source noteuspto-grants-2013_04