Reacción #2837

ord-03dd32c613004882b1e3b3fe47dd3050

Ecuación de reacción

CO[C@H](C)CO
(-)-(R)-2-methoxypropanol
Cc1ccc(S(=O)(=O)Cl)cc1
p-toluenesulphonic acid chloride
CO[C@H](C)COS(=O)(=O)c1ccc(C)cc1
(+)-(R)-2-methoxypropyl-p-toluenesulphonate

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

By reacting (-)-(R)-2-methoxypropanol with p-toluenesulphonic acid chloride in pyridine analogously to R. S. Tipson [J. Org. Chem. 9 (1944) 235] the (+)-(R)-2-methoxypropyl-p-toluenesulphonate is obtained in the form of a yellowish oil with a specific rotation of [α]D25 =+3.7° (c=100) and analogously, from (+)-(S)-2-methoxy-propanol, the corresponding (-)-(S)-2-methoxypropyl-p-toluenesulphonate is obtained with a rotation of [α]D25 =-3.7° (c=100).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05731318uspto-grants-1998_03