Water → Cyclohexoxyacetic acid

HRID 860472

반응식

HRID 860472 반응식
[H-].[Na+].[CH:3]1([OH:9])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.Br[CH2:11][C:12]([OH:14])=[O:13].O>O1CCCC1>[CH:3]1([O:9][CH2:11][C:12]([OH:14])=[O:13])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1

참가 물질

6

반응물 4

HCID 962WaterHCID 6227Bromoacetic AcidHCID 7966CyclohexanolHCID 24758Sodium hydride

생성물 1

HCID 191994Cyclohexoxyacetic acid수율 84.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

To a suspension of 60% sodium hydride (8.79 g) in tetrahydrofuran (500 mL) was added cyclohexanol (10 g) and the mixture was stirred at 0° C. for 0.5 hour. To the mixture was added bromoacetic acid (13.9 g) under ice-water cooling and the mixture was heated under reflux for 2 hours. After adding water to the mixture and organic solvent was evaporated in vacuo. The aqueous solution was diluted with water, washed with ether, acidified with 1 N hydrochloric acid, and extracted with ether. The organic layer was separated, dried over magnesium sulfate, and evaporated in vacuo to give (cyclohexyloxy)acetic acid as colorless oil (13.3 g).

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 2 hours
  3. customwas evaporated in vacuo
  4. additionThe aqueous solution was diluted with water
  5. washwashed with ether
  6. extractionextracted with ether
  7. customThe organic layer was separated
  8. dry with materialdried over magnesium sulfate
  9. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-5f8eff3505af434ca1b4dde2b45961d9
출처 데이터셋
uspto-grants-2006_12
특허 번호
US07153854B2

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