Carbon Dioxide → 3-Fluoro-4-(pentafluoroethyl)benzoic acid

HRID 41854

반응식

HRID 41854 반응식
[F:1][C:2]1[CH:3]=[C:4](Br)[CH:5]=[CH:6][C:7]=1[C:8]([F:14])([F:13])[C:9]([F:12])([F:11])[F:10].C([Mg]Cl)(C)C.[C:21](=[O:23])=[O:22].O>C1COCC1>[F:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][C:7]=1[C:8]([F:14])([F:13])[C:9]([F:12])([F:11])[F:10])[C:21]([OH:23])=[O:22]

참가 물질

6

반응물 4

HCID 280Carbon DioxideHCID 962WaterHCID 866614274-Bromo-2-fluoro-1-(pentafluoroethyl)benzeneHCID 178418918HCID 178418918, 화합물

생성물 1

HCID 866614283-Fluoro-4-(pentafluoroethyl)benzoic acid

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-10 °C

실험 절차

A solution of 16.0 g (99% by weight; 54.1 mmol) of 3-fluoro-4-(pentafluoroethyl)-bromobenzene in 110 ml of THF was cooled to −10° C. Added dropwise over the course of 30 minutes were 36.8 ml of a 2M (73.6 mmol) solution of isopropyl-magnesium chloride. The mixture was stirred at −10° C. for 2.5 hours and then cautiously poured onto an excess of dry ice. For working up, 130 ml of water were added, and the mixture was subsequently extracted once with 10 ml of diethyl ether. The aqueous phase was acidified with half-concentrated hydrochloric acid and then extracted with four times 150 ml of diethyl ether. The combined organic phases were dried and the filtrate was freed from the solvent. The residue was recrystallized from CHCl3, giving 10.7 g of product with a purity of 98% by weight.

후처리

  1. additionAdded dropwise over the course of 30 minutes
  2. extractionthe mixture was subsequently extracted once with 10 ml of diethyl ether
  3. extractionextracted with four times 150 ml of diethyl ether
  4. customThe combined organic phases were dried
  5. customThe residue was recrystallized from CHCl3

출처 및 근거

ORD 기록
ord-1bced423ecf8465faa3d42167c5b41cd
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536097B2

연결된 노트

불러오는 중…