Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 560125Generated: October 30, 2026

Ethyl Acetate → HCID 67001079, compound

https://huagongshe.com/reaction/560125

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantDi-tert-butyl dicarbonateHCID 90495—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 67001032HCID 67001032—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67001079HCID 6700107988%

Reaction Steps

To 2-[2-(3-bromo-phenyl)-2-hydroxy-ethylamino]-N-o-tolyl-acetamide (4 g) in THF (100 mL) was added DMAP (134 mg) and (BOC)2O (2.89 g) in THF (100 mL) at 0° C. The mixture was stirred at room temperature for 2 h. An aqueous solution of NaHCO3 and ethyl acetate was added, the phases were separated and the inorganic one was extracted with ethyl acetate (×2). The combined organic layers were washed with brine, dried (Na2SO4) and concentrated. Column chromatography (SiO2, n-heptane/ethyl acetate 1:1,) yielded [2-(3-bromo-phenyl)-2-hydroxy-ethyl]-(o-tolylcarbamoyl-methyl)-carbamic acid tert-butyl ester (0.88 g, 88%) as a colorless oil, MS: 463.1 (M+H, 1Br)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063088B2
Source datasetuspto-grants-2011_11
ORD IDord-39059235fe924d5f9f47a171ea458738
Source noteuspto-grants-2011_11