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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1950640Generated: October 30, 2026

1-Acetoxy-2-bromoethane → Pivalic acid 6-[2-(ethoxycarbonylmethylamino)-4-methoxyphenyl]-5,6,7,8-tetrahydronaphthalen-2-yl ester

https://huagongshe.com/reaction/1950640

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Acetoxy-2-bromoethaneHCID 13564—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium AcetateHCID 517045—
ReactantPivalic acid 6-(2-amino-4-methoxyphenyl)-5,6,7,8-tetrahydronaphthalen-2-yl esterHCID 66626486—
SolventEthanolHCID 702—
ProductPivalic acid 6-[2-(ethoxycarbonylmethylamino)-4-methoxyphenyl]-5,6,7,8-tetrahydronaphthalen-2-yl esterHCID 5793397060.7%

Reaction Steps

A mixture of pivalic acid 6-(2-amino-4-methoxyphenyl)-5,6,7,8-tetrahydronaphthalen-2-yl ester (110 mg), bromoethyl acetate (400 mg), sodium acetate (200 mg) and ethanol (2 ml) was refluxed overnight. A saturated aqueous solution of sodium bicarbonate was added, and the solution was extracted with ethyl acetate. The solution was washed with brine, dried over magnesium sulfate, and then the solvent was evaporated in vacuo. The residue was purified by silica gel column chromatography (hexane-ethyl acetate system) to provide the title compound (83 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399520B2
Source datasetuspto-grants-2013_03
ORD IDord-3afdcd2ec72e4f809443bc75cc1e530c
Source noteuspto-grants-2013_03