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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2051545Generated: October 26, 2026

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

https://huagongshe.com/reaction/2051545

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 sturcture was confirmed by NMR. Analysis calc. for C12H19NO(193.28): Calc.: C, 74.57; H, 9,91; N, 7.24. Found: C, 74.28; H, 9.65; N, 7.15.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05019597
Source datasetuspto-grants-1991_05
ORD IDord-010d22baa1184c659f6b480277b97ad6
Source noteuspto-grants-1991_05