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

HRID 1704138ノート

反応式

HRID 1704138 の反応式
[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

参加物

5

反応物 3

HCID 97324-FluorophenolHCID 117292-Bromopropionic acidHCID 24758Sodium hydride

生成物 1

HCID 38721403-(4-Fluorophenoxy)propionic acid収率 60.3%

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒3 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f425f52853524295a7a6ffdc94772be3
出典データセット
uspto-grants-1978_11
特許番号
US04125732

反応ノート

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