Acetic Anhydride → 2-Acetoxy-4-(2.2,3,3,3-pentafluoropropoxy)benzoic acid

HRID 733290ノート

反応式

HRID 733290 の反応式
[OH:1][C:2]1[CH:10]=[C:9]([O:11][CH2:12][C:13]([F:19])([F:18])[C:14]([F:17])([F:16])[F:15])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH3:20][C:21](OC(C)=O)=[O:22]>N1C=CC=CC=1>[C:21]([O:1][C:2]1[CH:10]=[C:9]([O:11][CH2:12][C:13]([F:18])([F:19])[C:14]([F:15])([F:16])[F:17])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5])(=[O:22])[CH3:20]

参加物

4

反応物 2

HCID 7918Acetic AnhydrideHCID 97958622-hydroxy-4-(2,2,3,3,3-pentafluoropropoxy)benzoic Acid

生成物 1

HCID 104266122-Acetoxy-4-(2.2,3,3,3-pentafluoropropoxy)benzoic acid収率 38%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
0 °C

実験手順

A solution of 2-hydroxy-4-(2,2,3,3,3-pentafluoropropoxy)benzoic acid (obtained in example 6) (0.45 g, 1.6 mmol) in pyridine (3 mL) was cooled to 0° C. and Ac2O (0.25 mL) was added. The resulting mixture was stirred for 15 min at 0° C. and for 2 h at room temperature. The mixture was then concentrated and the residue was treated with H2O (10 mL) and stirred until precipitation (2 h). The solid was collected by filtration and was purified by chromatography on silica-gel using hexane-EtOAc mixtures of increasing polarity as eluent, to afford 0.2 g of the desired product as a white solid (38% yield).

後処理

  1. concentrationThe mixture was then concentrated
  2. additionthe residue was treated with H2O (10 mL)
  3. stirringstirred until precipitation (2 h)
  4. filtrationThe solid was collected by filtration
  5. customwas purified by chromatography on silica-gel
  6. temperatureof increasing polarity as eluent

出典と根拠

ORDレコード
ord-162ab3b3dde94b2e9cc205d8a97dbf86
出典データセット
uspto-grants-2009_09
特許番号
US07589125B2

反応ノート

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