Sulfamic Acid → HCID 66610949, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of phenylmethyl 5-chloro-4-formyl-2-[(phenylmethyl)oxy]benzoate (may be prepared as described in Description 62; 1.4 g, 3.68 mmol) in tetrahydrofuran (8 ml) was added dimethyl sulfoxide (0.8 ml) and 2-methyl-1-butene (0.79 ml, 7.35 mmol), and sulfamic acid (1.21 g, 12.50 mmol). The solution was cooled to 0° C. and sodium chlorite (1.00 g, 11.03 mmol) in water (8 ml) was added. The mixture was stirred for one hour, then saturated sodium thiosulfate solution was added (15 ml) and the mixture was stirred for another 10 minutes, The mixture was extracted with ethyl acetate (3×20 ml) and the organic layer was washed with water (10 ml) and 2M HCl (10 ml), dried (MgSO4) and the solvent removed in vacuo to give the title compound as an off white solid. 1.46 g.

Provenance & Evidence