Реакция #1447075

ord-72893855cf02412e86ff2586278c3a6e

Уравнение реакции

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

Реагенты

Нет

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

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: US07879256B2uspto-grants-2011_02