Carbon Dioxide → 2,3,5,6-Tetrafluorobenzoic Acid

HRID 1722032

반응식

HRID 1722032 반응식
C([Li])CCC.[F:6][C:7]1[C:12]([F:13])=[CH:11][C:10]([F:14])=[C:9]([F:15])[CH:8]=1.[C:16](=[O:18])=[O:17].Cl>O1CCCC1.O>[F:6][C:7]1[C:12]([F:13])=[CH:11][C:10]([F:14])=[C:9]([F:15])[C:8]=1[C:16]([OH:18])=[O:17]

참가 물질

7

반응물 4

HCID 280Carbon DioxideHCID 313Hydrochloric AcidHCID 94741,2,4,5-TetrafluorobenzeneHCID 178418339Butyllithium

생성물 1

HCID 5675332,3,5,6-Tetrafluorobenzoic Acid

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
-70 °C

실험 절차

n-Butyllithium (2.7M solution in n-hexane, 148 cm3) was added dropwise over a period of one hour to a stirred solution of 2,3,5,6-tetrafluorobenzene (60 g) in dry tetrahydrofuran (200 cm3) maintained at -70° C. under a nitrogen atmosphere, after which the mixture was stirred at -70° C. for a further one hour. Carbon dioxide gas was passed into the mixture over a period of 4 hours during which time the temperature was allowed to warm up to the ambient value (ca. 22° C.). After adding water and acidifying with dilute hydrochloric acid, the mixture was extracted with diethyl ether and the extracts dried over anhydrous magnesium sulphate. The product was obtained by removal of the solvent by evaporation under reduced pressure to give 2,3,5,6-tetrafluorobenzoic acid (42.5 g), mp. 152°-154° C.

후처리

  1. temperatureto warm up to the ambient value (ca. 22° C.)
  2. extractionthe mixture was extracted with diethyl ether
  3. dry with materialthe extracts dried over anhydrous magnesium sulphate
  4. customThe product was obtained by removal of the solvent by evaporation under reduced pressure

출처 및 근거

ORD 기록
ord-cffdf863ac3c4e108b0eef30a28b5def
출처 데이터셋
uspto-grants-1989_08
특허 번호
US04853414

연결된 노트

불러오는 중…