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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 5496Generated: October 26, 2026

Diethyl Ether → N-(6,6-dimethylbicyclo[3.1.1]hept-2-yl)-2-propenamide

https://huagongshe.com/reaction/5496

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantTriethylamineHCID 8471—
ReactantAcryloyl chlorideHCID 13140—
ReactantBicyclo[3.1.1]heptan-1-amineHCID 15730006—
ProductN-(6,6-dimethylbicyclo[3.1.1]hept-2-yl)-2-propenamideHCID 19795927—

Reaction Steps

Following the procedure of Example 3, a solution of acryloyl chloride (4.05 ml, 0.05 mole) in ethyl ether (50 ml) was added dropwise to a cold 5° C. mixture of triethylamine (15.3 ml, 0.11 mole) and norpinylamine (6.96; g, 0.05 mole) in ethyl ether (400 ml). The reaction was allowed to warm to room temperature and stirred for 72 hours. The light tan solid was filtered and washed well with ethyl ether. The solvent and triethylamine were removed, leaving the title product as an oily solid. The structure was confirmed by NMR.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05244899
Source datasetuspto-grants-1993_09
ORD IDord-0c853584f40147fcac7748a5dc4bc09f
Source noteuspto-grants-1993_09