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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038015Generated: October 31, 2026

Triethylamine → HCID 131728356, compound

https://huagongshe.com/reaction/1038015

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantCesium carbonateHCID 10796—
Reactanttert-Butyl bromoacetateHCID 79177—
ReactantHCID 131728355HCID 131728355—
SolventAcetonitrileHCID 6342—
ProductHCID 131728356HCID 13172835694%

Reaction Steps

To a stirred mixture of 3-(tert-butyl-dimethyl-silanyloxymethyl)-pyrrolidine-3-carboxylic acid ethyl ester (444 mg, 1.54 mmol), triethylamine (214 μl, 1.54 mmol) and cesium carbonate (251 mg, 0.77 mmol) in acetonitrile (5 ml) was added tert-butyl bromoacetate (351 μl, 2.38 mmol) slowly. The mixture was stirred for 1 hour, filtered and concentrated. The residue was diluted with ethyl acetate, washed with water and dried over MgSO4. Solvent was removed under reduced pressure to give a crude product that was purified by column chromatography on silica gel. Elution with a solution of ethyl acetate in hexanes (1:4) provided 580 mg (94%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546404B2
Source datasetuspto-grants-2013_10
ORD IDord-ef76eb0936b84d4295e4e4f3f9f4f8d9
Source noteuspto-grants-2013_10