Реакция #2028896

ord-36ac30b23ff944f596ec67d93eeb3561

Уравнение реакции

Cl
HCl
O=C1CCCCCO1
caprolactone
O=C1CCCCCO1
Caprolactone
[K+].[OH-]
potassium hydroxide
CO
methanol
O=C(O)CCCCCO
6-hydroxyhexanoic acid

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Экстракцияextracted with ethyl acetate
  2. 2
    ПромывкаThe combined organic layers were washed with water
  3. 3
    Другоеdried
  4. 4
    Фильтрацияfiltered
  5. 5
    Концентрированиеconcentrated

Методика

First, the synthesis of Compound 20 was preformed following the procedure reported in PCT/JP2005/004389. 6-Hydroxyhexanoic acid was synthesized by base hydrolysis of caprolactone. 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).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08388860B2uspto-grants-2013_03