3-Chloropropionic acid → 3-(3-Acetylamino-4-phenoxyphenoxy)propionic acid

HRID 1031690

反応式

HRID 1031690 の反応式
[OH-].[Na+].Cl[CH2:4][CH2:5][C:6]([OH:8])=[O:7].[C:9]([NH:12][C:13]1[CH:14]=[C:15]([OH:26])[CH:16]=[CH:17][C:18]=1[O:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)(=[O:11])[CH3:10]>O>[C:9]([NH:12][C:13]1[CH:14]=[C:15]([CH:16]=[CH:17][C:18]=1[O:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[O:26][CH2:4][CH2:5][C:6]([OH:8])=[O:7])(=[O:11])[CH3:10]

参加物

5

反応物 3

HCID 78993-Chloropropionic acidHCID 14798Sodium HydroxideHCID 147222783-Acetylamino-4-phenoxyphenol

生成物 1

HCID 147223123-(3-Acetylamino-4-phenoxyphenoxy)propionic acid収率 31.7%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

8.0 g of sodium hydroxide was dissolved in 240 ml of water. In this solution was dissolved 24.3 g of 3-acetylamino-4-phenoxyphenol. Thereto was added 10.9 g of 3-chloropropionic acid. The mixture was refluxed for 30 minutes. The reaction mixture was water-cooled. The resulting crystal was removed by filtration. The filtrate was adjusted to pH 9 with 4N hydrochloric acid and washed with two 50-ml portions of ethyl acetate. The aqueous layer was separated, adjusted to pH 4 with 4N hydrochloric acid, and extracted with 200 ml of ethyl acetate. The extract (the organic layer) was washed with water and a saturated aqueous sodium chloride solution in this order, and dried with anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure. The resulting crystal was mixed with diethyl ether. The resulting crystal was collected by filtration to obtain 10.0 g (yield: 31.7%) of 3-(3-acetylamino-4-phenoxyphenoxy)propionic acid having a melting point of 138°-140° C.

後処理

  1. temperatureThe mixture was refluxed for 30 minutes
  2. temperaturecooled
  3. customThe resulting crystal was removed by filtration
  4. washwashed with two 50-ml portions of ethyl acetate
  5. customThe aqueous layer was separated
  6. extractionextracted with 200 ml of ethyl acetate
  7. extractionThe extract (the organic layer)
  8. washwas washed with water
  9. dry with materiala saturated aqueous sodium chloride solution in this order, and dried with anhydrous magnesium sulfate
  10. customThe solvent was removed by distillation under reduced pressure
  11. additionThe resulting crystal was mixed with diethyl ether
  12. filtrationThe resulting crystal was collected by filtration

出典と根拠

ORDレコード
ord-4692d16cb7574d799f8c37b583f646ca
出典データセット
uspto-grants-1990_09
特許番号
US04954518

関連ノート

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