Potassium Hydroxide → 4-(4-Fluorophenyl)oxane-4-carboxylic acid

HRID 1868666노트

반응식

HRID 1868666 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:14]([O:16]CC)=[O:15])[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[OH-].[K+]>CCO.O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:14]([OH:16])=[O:15])[CH2:9][CH2:10][O:11][CH2:12][CH2:13]2)=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 67099334Ethyl 4-(4-fluorophenyl)-tetrahydro-2H-pyran-4-carboxylate

생성물 1

HCID 64842294-(4-Fluorophenyl)oxane-4-carboxylic acid수율 78%

시약·촉매·용매 1

HCID 19096565Water ethanol용매

실험 절차

A mixture of ethyl 4-(4-fluorophenyl)-tetrahydro-2H-pyran-4-carboxylate (7.1 g, 28 mmol) and KOH (3.2 g, 56 mmol) in 100 mL EtOH/H2O (4:1) was refluxed for 4 hours, M−1=223. The mixture was cooled to room temperature. The mixture was extracted with EtOAc and the organic layer discarded. The water layer was acidified with concentrated HCl, extracted with EtOAc washed with H2O and brine, dried over anhydrous Na2SO4, and concentrated in vacuo to give 4.9 g of the product as a white solid. MS (m/z)=223 (M−1)−.

후처리

  1. temperaturewas refluxed for 4 hours
  2. extractionThe mixture was extracted with EtOAc
  3. extractionextracted with EtOAc
  4. washwashed with H2O and brine
  5. dry with materialdried over anhydrous Na2SO4
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-06b55b88b0b74fdabad38fd90bc84cfc
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07635715B2

반응 노트

불러오는 중…