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

HRID 733290노트

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HRID 733290 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
0 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-162ab3b3dde94b2e9cc205d8a97dbf86
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07589125B2

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