N-ACETYLETHYLENEIMINE synthesis
- Product Name:N-ACETYLETHYLENEIMINE
- CAS Number:460-07-1
- Molecular formula:C4H7NO
- Molecular Weight:85.1
Yield:-
Reaction Conditions:
with pyridine in dichloromethane
Steps:
5 EXAMPLE 5
EXAMPLE 5 N-acetyl aziridine 5: Aziridine 4 (170 mg, 0.814 mmol) was dissolved in CH2 Cl2 (2 mL) and pyridine (4 mL) and cooled to 0° C. Acetyl chloride (87 mL) was then added and the reaction stirred at 0° C. for 1 h. Volatiles were removed in vacuo and the residue partitioned between ethyl ether, satd. bicarb. and brine. The organic layer was separated and dried over MgSO4. Concentration gave crude 5 196 mg (96%) which was used without further purification.1 H NMR (300 MHz, CDCl3):d 6.88-6.86(1H,m); 6.00-5.85(1H, m,--CH=,allyl); 5.40-5.20 (2H, m,=CH2, allyl); 4.45-4.40 (1H,m); 4.16 (2H,d, J=6.0 Hz,--CH2 --,allyl); 3.76(3H,s);3.00-2.95(2H,m); 2.65(1H, bd, J=18.5 Hz); 2.14(3H,s).
References:
Gilead Sciences, Inc. US5866601, 1999, A
