Reaktion #5593

Reaktionsgleichung

acryloyl chloride

2-adamantylamine hydrochloride

triethylamine

→

N-tricyclo [3.3.1.13,7 ]dec-2-yl-2-propenamide

Lösungsmittel

ethyl ether

methylene chloride

ethyl ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationthe solid filtered
2. 2
   Waschenwashed with ethyl ether
3. 3
   workup.WAITto stand overnight
4. 4
   FiltrationThe solid was filtered
5. 5
   Einengenthe filtrate concentrated
6. 6
   Temperaturchilled
7. 7
   Filtrationthe product as an orange solid filtered
8. 8
   Sonstigedried

Vorschrift

A solution of acryloyl chloride (4.52 g, 0.05 mole) in ethyl ether (20 ml) was added dropwise to a stirring mixture of 2-adamantylamine hydrochloride (9.35 g, 0.05 mole) and triethylamine (30.65 ml) in methylene chloride (200 ml) and ethyl ether (200 ml) over a 30 minute period. The solution was stirred for 12 hours, the solid filtered and washed with ethyl ether and the filtrate stripped to an oily material which was taken up in ethyl acetate and hexane and allowed to stand overnight. The solid was filtered, the filtrate concentrated and chilled and the product as an orange solid filtered and dried. The structure was confirmed by NMR.

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