Water → 2,3-DIFLUORO-6-HYDROXY-5-METHYLBENZALDEHYDE

HRID 1071212ノート

反応式

HRID 1071212 の反応式
[F:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([OH:9])=[C:4]([CH3:10])[CH:3]=1.[CH2:11]1N2CN3CN(C2)CN1C3.S(=O)(=O)(O)O.[OH2:26]>FC(F)(F)C(O)=O>[F:1][C:2]1[CH:3]=[C:4]([CH3:10])[C:5]([OH:9])=[C:6]([C:7]=1[F:8])[CH:11]=[O:26]

参加物

6

反応物 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 4101HexamethylenetetramineHCID 121472874,5-DIFLUORO-2-METHYLPHENOL

生成物 1

HCID 118194692,3-DIFLUORO-6-HYDROXY-5-METHYLBENZALDEHYDE

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

反応条件

温度
98.5 °C

実験手順

30 g of 4,5-difluoro-2-methylphenol are dissolved in 180 ml of trifluoroacetic acid and admixed with 57.2 g of hexamethylenetetramine in portions. On completion of addition, the reaction solution is heated to 97-100° C. for 4 hours. After cooling, first 60 ml of 50% sulphuric acid and then 300 ml of water are added dropwise, then the solution is stirred further at room temperature for 2 hours. The reaction solution is extracted three times with methyl tert-butyl ether. The combined extracts are washed once with water and dried, and the solvent is distilled off under reduced pressure. The residue is extracted repeatedly with n-hexane, the extracts are combined and the solvent is distilled off under reduced pressure. 12.5 g (33% of theory) of a bright yellow solid are obtained having a melting point of 53-56° C.

後処理

  1. additionOn completion of addition
  2. temperatureAfter cooling
  3. extractionThe reaction solution is extracted three times with methyl tert-butyl ether
  4. washThe combined extracts are washed once with water
  5. customdried
  6. distillationthe solvent is distilled off under reduced pressure
  7. extractionThe residue is extracted repeatedly with n-hexane
  8. distillationthe solvent is distilled off under reduced pressure
  9. custom12.5 g (33% of theory) of a bright yellow solid are obtained

出典と根拠

ORDレコード
ord-f84b9be902bb4a2ea79349d91993657f
出典データセット
uspto-grants-2005_06
特許番号
US06903239B2

反応ノート

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