Reacción #1447075
ord-72893855cf02412e86ff2586278c3a6e
Ecuación de reacción
HCl
Caprolactone
potassium hydroxide
methanol
→
6-hydroxyhexanoic acid
Reactivos
Ninguno
Disolventes
Condiciones de reacción
Condiciones detalladas
See reaction.notes.procedure_details.
Tratamiento posterior
- 1Extracciónextracted with ethyl acetate
- 2LavadoThe combined organic layers were washed with water
- 3Otrodried
- 4Filtraciónfiltered
- 5Concentraciónconcentrated
Procedimiento
Caprolactone (100 g) was added to a mixture of potassium hydroxide (145 g), methanol (110 mL), and THF (390 mL). The resulting mixture was stirred at room temperature overnight. The solution was then acidified with HCl and extracted with ethyl acetate. The combined organic layers were washed with water, dried, filtered, and concentrated to obtain 6-hydroxyhexanoic acid. 1H NMR (CDCl3, 500 MHz) δ 1.44 (m, 2H), 1.60 (m, 2H), 1.68 (m, 2H), 2.37 (t, J=7.5 Hz, 2H), 3.66 (t, J=6.5 Hz, 2H), 5.80 (br, 1H).