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

HRID 41854

反応式

HRID 41854 の反応式
[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]

参加物

6

反応物 4

HCID 280Carbon DioxideHCID 962WaterHCID 866614274-Bromo-2-fluoro-1-(pentafluoroethyl)benzeneHCID 178418918HCID 178418918、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-10 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1bced423ecf8465faa3d42167c5b41cd
出典データセット
uspto-grants-2013_09
特許番号
US08536097B2

関連ノート

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