p-Toluenesulfonic acid monohydrate → HCID 86601015, compound

Participants

Reaction Steps

To a solution of 4-(1-hydroxy-1-methyl-allyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (compound of formula II, 3.3 g, 12.1 mmol, prepared as in Ageno, G.; Banfi, L.; Cascio, G.; Guanti, G.; Manghisi, E.; Riva, R.; Rocca, V. Tetrahedron, 1995, 29, 8121) in 100 ml of methanol was added p-toluenesulfonic acid monohydrate (0.215 g, 1.1 mmol). After stirring for about 30 minutes at a temperature of about 20° C. to about 25° C., the mixture was diluted with saturated aqueous sodium bicarbonate and was concentrated in vacuo. The residue was diluted with water and was extracted 3 times into ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo to afford 2.8 g of (2-Hydroxy-1-hydroxymethyl-2-methyl-but-3-enyl)-carbamic acid tert-butyl ester (compound of formula III) as a colorless syrup.

Provenance & Evidence