Diethyl Ether → HCID 13621582, compound

Participants

Reaction Steps

Into a flask under N2 was placed 6 (7.0 g, 0.03 mol), pyridine (20 ml), pyridine·HCl (3.9 g, 0.034 mol) and the mixture cooled in an ice bath. To the cooled mixture was added methanesulfonyl chloride (3.26 g, 2.2 ml, 0.028 mol). After 10 minutes, Et2O (130 ml) NaOCH3 (19 g, 0.35 mol), and CH3OH (65 ml) were added and the suspension stirred for 1/2 hour. Water was added and the layers were separated. The aqueous layer was further extracted with CH2Cl2 (3X). The combined extracts were washed with H2O, saturated NaCl, dried, filtered and concentrated to dryness to yield 7; 'H NMR (CDCl7) δ 2.8 (2H, m), 3.3 (1H, m), 3.65 (3H, s), 4.1 (2H, m), 7.4 (6H, m).

Provenance & Evidence