N-(HYDROXYMETHYL)-2,2-DIMETHYLPROPANAMIDE synthesis

Yield:66297-46-9 99%

Reaction Conditions:

with sodium hydroxide in water at 20; for 2 h;

Steps:

6

Preparation 6N-(Hydroxymethyl)-2,2-dimethylpropanamideTo a mixture of 2,2-dimethylpropanamide (5.0 g, 49.4 mmol, 1.0 equiv) and aqueous sodium hydroxide (1 M, 0.494 mL, 0.494 mmol, 0.01 equiv), add aqueous formaldehyde (13.31 M, 3.71 mL, 49.4 mmol, 1.0 equiv). Stir at room temperature for 2 h, and concentrate under reduced pressure to give a white solid. Dilute the crude material with dichloromethane, dry over MgSO₄, filter, and concentrate under reduced pressure to give the title compound as a white solid (6.4 g, 99%). ¹H NMR (DMSO-d₆, 400 MHz): δ 8.14 (br s, 1H), 5.40 (t, 1H, J=6.7 Hz), 4.46 (app t, 2H, J=6.6 Hz), 1.06 (s, 9H).

References:

US2012/157506,2012,A1 Location in patent:Page/Page column 5