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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1712936Generated: October 31, 2026

Di-tert-butyl dicarbonate → Ethyl 5-[2-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]phenyl]-2-thiophenecarboxylate

https://huagongshe.com/reaction/1712936

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDi-tert-butyl dicarbonateHCID 90495—
ReactantEthyl 5-(2-cyanophenyl)thiophene-2-carboxylateHCID 68705066—
CatalystNickelHCID 935—
SolventMethanolHCID 887—
ProductEthyl 5-[2-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]phenyl]-2-thiophenecarboxylateHCID 5946326786.1%

Reaction Steps

To a slurry of ethyl 5-(2-cyanophenyl)thiophene-2-carboxylate (1.09 gm 4.24 mmol) in MeOH (8 mL) was added (BOC)2O (1.11 g, 5.08 mmol) and Raney Nickel (3.6 mL). The reaction mixture was allowed to stir at rt under an atmosphere of hydrogen overnight and then filtered through celite. The filtrate was concentrated and the residue was purified by column chromatography to give ethyl 5-(2-{[(tert-butoxycarbonyl)-amino]methyl}phenyl)thiophene-2-carboxylate (1.32 g, 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07795249B2
Source datasetuspto-grants-2010_09
ORD IDord-b4400d6d0b4c41419b9e81927282f9f3
Source noteuspto-grants-2010_09