Hydrochloric Acid → 2,4,5-Trifluoro-3-methoxybenzoic acid

HRID 259963

反応式

HRID 259963 の反応式
[F:1][C:2]1[C:3](F)=[C:4]([F:14])[C:5]([F:13])=[C:6]2C(=O)[O:10][C:8](=[O:9])[C:7]=12.[CH3:16][O-:17].[Na+].[OH-].[Na+].Cl.C(N(CCCCCCCC)CCCCCCCC)CCCCCCC>C1(C)C(C)=CC=CC=1.CO>[CH3:16][O:17][C:3]1[C:2]([F:1])=[C:7]([CH:6]=[C:5]([F:13])[C:4]=1[F:14])[C:8]([OH:10])=[O:9]

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 14227TrioctylamineHCID 14798Sodium HydroxideHCID 69545Tetrafluorophthalic anhydrideHCID 10942334Sodium Methoxide

生成物 1

HCID 27339702,4,5-Trifluoro-3-methoxybenzoic acid収率 81.5%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒2 回HCID 7237O-Xylene溶媒

実験手順

Into a 100 ml glass reactor equipped with a reflux condenser and a stirrer, 10 g (0.0397 mol) of the tetrafluorophthalic anhydride prepared in Example 3 and 20 ml of methanol were charged, and the mixture was stirred for 2 hours under reflux. After cooling, 42.8 g (0.079 mol) of a 10% methanol solution of sodium methoxide was dropwise added thereto. Then, under reflux, the mixture was stirred for one hour. Then, 15.9 g of a 10% sodium hydroxide aqueous solution was added thereto and the mixture was stirred for 12 hors under reflux. After cooling, 8 g of a 20% hydrochloric acid aqueous solution was added. Further, 21.1 g (0.0596 mol) of trioctylamine and 40 g of xylene were added thereto, and the mixture was stirred. The organic layer was separated and stirred at 140° C. for 2 hours. After completion of the reaction, 30 ml of a 20% sodium hydroxide aqueous solution was added thereto and stirred. The aqueous phase was separated and neutralized with a 10% hydrochloric acid aqueous solution and extracted with ethyl acetate. The solvent was distilled off to obtain 6.7 g of 3-methoxy-2,4,5-trifluorobenzoic acid. The yield was 81.5%.

後処理

  1. customInto a 100 ml glass reactor equipped with a reflux condenser and a stirrer
  2. temperatureunder reflux
  3. temperatureAfter cooling
  4. temperatureThen, under reflux
  5. stirringthe mixture was stirred for one hour
  6. stirringthe mixture was stirred for 12 hors
  7. temperatureunder reflux
  8. temperatureAfter cooling
  9. stirringthe mixture was stirred
  10. customThe organic layer was separated
  11. stirringstirred at 140° C. for 2 hours
  12. customAfter completion of the reaction, 30 ml of a 20% sodium hydroxide aqueous solution
  13. additionwas added
  14. stirringstirred
  15. customThe aqueous phase was separated
  16. extractionextracted with ethyl acetate
  17. distillationThe solvent was distilled off

出典と根拠

ORDレコード
ord-04919f6c8d2544c5adf2e90f16b6d4f1
出典データセット
uspto-grants-1996_06
特許番号
US05523476

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