Hydrochloric Acid → 2-(Difluoromethyl)-4-fluoroaniline

HRID 238952ノート

反応式

HRID 238952 の反応式
[F:1][CH:2]([F:13])[C:3]1[CH:8]=[C:7]([F:9])[CH:6]=[CH:5][C:4]=1[N+:10]([O-])=O.Cl>C(O)C>[F:13][CH:2]([F:1])[C:3]1[CH:8]=[C:7]([F:9])[CH:6]=[CH:5][C:4]=1[NH2:10]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 463117872-(Difluoromethyl)-4-fluoro-1-nitrobenzene

生成物 1

HCID 584829962-(Difluoromethyl)-4-fluoroaniline収率 60.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

Under a nitrogen atmosphere, to a solution of the above 2-(difluoromethyl)-4-fluoro-1-nitrobenzene (5.9 g, 31 mmol) in ethanol (0.10 L), stannous chloride dihydrate (28 g, 0.12 mol) and concentrated hydrochloric acid (20 mL) were successively added under ice-cooling, and the mixture was stirred at room temperature for 1 hour. After the reaction, ethanol was distilled off under reduced pressure and a 5M aqueous sodium hydroxide solution was added under ice-cooling to make it basic. Thereafter, it was extracted with diethyl ether and after it was successively washed with water and saturated brine, it was dried with sodium sulfate and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane, 1:4, v/v) to give the title compound (3.0 g, 60%) as an oil.

後処理

  1. temperaturecooling
  2. distillationwas distilled off under reduced pressure
  3. additiona 5M aqueous sodium hydroxide solution was added under ice-
  4. temperaturecooling
  5. extractionThereafter, it was extracted with diethyl ether
  6. washafter it was successively washed with water and saturated brine, it
  7. dry with materialwas dried with sodium sulfate
  8. distillationthe solvent was distilled off under reduced pressure
  9. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane, 1:4, v/v)

出典と根拠

ORDレコード
ord-e806954345ab4dea98e0acc0a1d25fed
出典データセット
uspto-grants-2014_02
特許番号
US08642640B2

反応ノート

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