Sodium Hydroxide → 2-Cyclohexylideneacetic acid

HRID 1638500

반응식

HRID 1638500 반응식
[C:1]1(=[CH:7][C:8]([O:10]CC)=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Na+]>C(O)C>[C:1]1(=[CH:7][C:8]([OH:10])=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 73776Ethyl cyclohexylideneacetate

생성물 1

HCID 962062-Cyclohexylideneacetic acid수율 72%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

The ethyl ester from (a) (343 mg, 2.04 mmol) was dissolved in ethanol (5 ml). A 5M aqueous solution of sodium hydroxide (0.82 ml, 4.04 mmol) was added. The solution was stirred at reflux for 3h whereupon a precipitate was formed, and all starting material had disappeared as indicated by tlc. After cooling, the ethanol was removed by evaporation and water (10 ml) was added. The basic solution was extracted with dichloromethane (10 ml) which was discarded. The aqueous layer was acidified with 2M hydrochloric acid and then extracted with ethyl acetate (2×10 ml). The organic layer was dried, filtered and evaporated to leave the title compound (b) (206 mg, 72%) as a sweet-smelling white solid, m.p. 84°-5° C. from ethanol and diethylether.

후처리

  1. customwas formed
  2. temperatureAfter cooling
  3. customthe ethanol was removed by evaporation and water (10 ml)
  4. additionwas added
  5. extractionThe basic solution was extracted with dichloromethane (10 ml) which
  6. extractionextracted with ethyl acetate (2×10 ml)
  7. customThe organic layer was dried
  8. filtrationfiltered
  9. customevaporated

출처 및 근거

ORD 기록
ord-dccc3ea5c5e54934b0c225e9ba09eaa1
출처 데이터셋
uspto-grants-1989_11
특허 번호
US04880776

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