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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2221449Generated: October 31, 2026

Methyl 4-[3-[[(1,1-dimethylethoxy)carbonyl]amino]-1-propyn-1-yl]benzoate → 847460-43-9

https://huagongshe.com/reaction/2221449

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-[3-[[(1,1-dimethylethoxy)carbonyl]amino]-1-propyn-1-yl]benzoateHCID 18617679—
Reactant1,4-Dioxane hydrochlorideHCID 20443148—
SolventTetrahydrofuranHCID 8028—
Product847460-43-9HCID 6920215593.2%

Reaction Steps

To a solution of methyl 4-(N-Boc-3-aminoprop-1-ynyl)benzoate (3.40 g, 11.7 mmol) in THF (25 ml) was added 4M HCl/dioxane (25 ml, 100 mmol). The reaction mixture was stirred for 1 h. The formed precipitate was collected, washed with diethyl ether (200 ml) and dried in vacuo providing methyl 4-(3-aminoprop-1-ynyl)benzoate hydrochloride (2.46 g) as white solid. Alternatively, the N-Boc protected amine can be dissolved in methanol instead of THF. In this case the solvent was removed in vacuo and the precipitate was washed with diethyl ether.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07368572B2
Source datasetuspto-grants-2008_05
ORD IDord-b3ba8de68e9f4f7f900eb048f39586b9
Source noteuspto-grants-2008_05