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

HRID 1722032ノート

反応式

HRID 1722032 の反応式
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]

参加物

7

反応物 4

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

生成物 1

HCID 5675332,3,5,6-Tetrafluorobenzoic Acid

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-70 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-cffdf863ac3c4e108b0eef30a28b5def
出典データセット
uspto-grants-1989_08
特許番号
US04853414

反応ノート

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