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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 726468Generated: October 27, 2026

Tetrahydrofuran → Allyl 4-[alpha-methoxycarbonyl-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)acetamido]benzoate

https://huagongshe.com/reaction/726468

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
ReactantProp-2-en-1-yl 4-aminobenzoateHCID 13075143—
Reactantalpha-Methoxycarbonyl-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)acetic acid chlorideHCID 53969402—
SolventWaterHCID 962—
ProductAllyl 4-[alpha-methoxycarbonyl-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)acetamido]benzoateHCID 70275216—

Reaction Steps

1.8 g (10 mmol) of allyl 4-aminobenzoate, 50 ml of THF and 1.7 ml (12 mmol) of triethylamine were introduced into a round-bottomed flask. A solution of 3.3 g (10 mmol) of α-methoxycarbonyl-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)acetic acid chloride in 25 ml of THP was added dropwise and the mixture was stirred at room temperature for 2 hours. The reaction medium was poured into water, and extracted with ethyl acetate. The organic phase was decanted off, dried over magnesium sulfate and evaporated. The residue obtained was recrystallized from ethanol; 3.3 g (69%) of the expected compound of melting point 155°-156° C. were recovered after filtration and drying.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05709867
Source datasetuspto-grants-1998_01
ORD IDord-cd1096d93f37428c9a062b69e3acbaae
Source noteuspto-grants-1998_01