Potassium Hydroxide → 2-Methyl-3,4,6-trifluorobenzoic acid

HRID 2271268

反応式

HRID 2271268 の反応式
[F:1][C:2]1[C:10](F)=[C:9]([F:12])[C:8]([F:13])=[C:7]([CH3:14])[C:3]=1[C:4]([OH:6])=[O:5].[OH-].[K+].NCCNCCNCCNCCNCCN.[H][H]>C(O)C.[OH-].[Pd+2].[OH-].O>[F:13][C:8]1[C:7]([CH3:14])=[C:3]([C:2]([F:1])=[CH:10][C:9]=1[F:12])[C:4]([OH:6])=[O:5]

参加物

8

反応物 4

HCID 14797Potassium HydroxideHCID 19990PentaethylenehexamineHCID 129439972,3,4,5-Tetrafluoro-6-methylbenzoic acidHCID 178418361HCID 178418361、化合物

生成物 1

HCID 101303052-Methyl-3,4,6-trifluorobenzoic acid収率 80.1%

試薬・触媒・溶媒 3

HCID 9942167Palladium hydroxide触媒HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

To a solution of 1.04 g of 2,3,4,5-tetrafluoro-6-methylbenzoic acid in 15 ml of ethanol were added 840 mg of potassium hydroxide, 232 mg of pentaethylene hexamine and 200 mg of 20% palladium hydroxide. The mixture was stirred in a hydrogen atmosphere at room temperature for 3 hours. After addition of water, the reaction mixture was filtrated through celite and the filtrate was washed with diethyl ether. The aqueous layer was adjusted to pH 1 with concentrated hydrochloric acid and extracted with dichloromethane. After evaporating the solvent, the residue was purified by silica gel column chromatography (eluent; ethyl acetate:n-hexane=1:3) to give 761 mg of 3,4,6-trifluoro-2-methylbenzoic acid (yield: 80%).

後処理

  1. filtrationthe reaction mixture was filtrated through celite
  2. washthe filtrate was washed with diethyl ether
  3. extractionextracted with dichloromethane
  4. customAfter evaporating the solvent
  5. customthe residue was purified by silica gel column chromatography (eluent; ethyl acetate:n-hexane=1:3)

出典と根拠

ORDレコード
ord-a963873675e54885aaadf31bcd845358
出典データセット
uspto-grants-2001_12
特許番号
US06333431B1

関連ノート

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