Diethyl Ether → HCID 20675217, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 3 (3.00 g, 6.94 mmol) in 100 mL dry CH2Cl2 was placed in a 500 mL Schlenk flask under N2 and cooled to 0° C. in an ice bath. A diethyl ether solution of potassium t-butoxide (0.79 g, 7.0 mmol) was added to the flask by cannula. The reaction mixture was stirred for 5 minutes and the volatiles were removed under vacuum. The remaining solid was extracted with toluene. Removal of toluene from the extract afforded a white solid which was further purified by recrystallization from toluene and hexane. Yield: 2.2 g (5.6 mmol, 81%). 1H NMR (CDCl3): δ 7.9-7.2 (20H, aromatic protons), 4.22 (d, 4H, NCH2Ph, 3JPH=14.0 Hz); 13C{1H} NMR (CDCl3): δ 132.2, 132.0, 131.2, 128.6, 127.5, 126.4 (aromatic carbons), 46.1 (NCH2Ph); 31P{1H} NMR (CDCl3): 8 14.2. Analysis calculated for C26H25PN2: C, 78.77; H, 6.36; N, 7.07. Found: C, 79.00; H, 6.37; N, 6.86.

Provenance & Evidence