4-Fluorophenol → 3-(4-Fluorophenoxy)propionic acid

HRID 1704138노트

반응식

HRID 1704138 반응식
[H-].[Na+].Br[CH:4]([CH3:8])[C:5]([OH:7])=[O:6].[F:9][C:10]1[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=1>COCCOC>[F:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH:4]([CH3:8])[C:5]([OH:7])=[O:6])=[CH:12][CH:11]=1

참가 물질

5

반응물 3

HCID 97324-FluorophenolHCID 117292-Bromopropionic acidHCID 24758Sodium hydride

생성물 1

HCID 38721403-(4-Fluorophenoxy)propionic acid수율 60.3%

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매3회

실험 절차

To a stirred slurry of 8.3 g of sodium hydride (57° 10 NaH in oil) in 100 ml of dry 1,2-dimethoxyethane at 5° C. is added 15.3 g of 2-bromopropionic acid in 50 ml of 1,2-dimethoxyethane and 10.5 g of 4-fluorophenol in 50 ml of 1,2-dimethoxyethane. The mixture is refluxed for 6 hrs, cooled and filtered. The solid is partitioned between dichloromethane and 1N HCl. The organic layer is dried (MgSO4) and concentrated to 50 ml. The mixture is filtered to give 10.4 g of product, mp 113°-115° C.

후처리

  1. temperatureThe mixture is refluxed for 6 hrs
  2. temperaturecooled
  3. filtrationfiltered
  4. customThe solid is partitioned between dichloromethane and 1N HCl
  5. dry with materialThe organic layer is dried (MgSO4)
  6. concentrationconcentrated to 50 ml
  7. filtrationThe mixture is filtered

출처 및 근거

ORD 기록
ord-f425f52853524295a7a6ffdc94772be3
출처 데이터셋
uspto-grants-1978_11
특허 번호
US04125732

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