Hydrochloric Acid → 2,6-Difluoro-4-nitrobenzoic acid

HRID 634684노트

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HRID 634684 반응식
[OH-:1].[Na+].Cl[CH:4]([C:10]1[C:15]([F:16])=[CH:14][C:13]([N+:17]([O-:19])=[O:18])=[CH:12][C:11]=1[F:20])C(OCC)=O.[OH:21]O.S([O-])([O-])=O.[Na+].[Na+].Cl>C(O)C>[F:20][C:11]1[CH:12]=[C:13]([N+:17]([O-:19])=[O:18])[CH:14]=[C:15]([F:16])[C:10]=1[C:4]([OH:21])=[O:1]

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 24437Sodium SulfiteHCID 21260294Ethyl 2-chloro-2-(2,6-difluoro-4-nitrophenyl)ethanoate

생성물 1

HCID 212603012,6-Difluoro-4-nitrobenzoic acid수율 19%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
18 °C

실험 절차

2.5M Aqueous sodium hydroxide solution (300 ml) was added over 5 minutes to a solution of ethyl 2-chloro-2-(2,6-difluoro-4-nitrophenyl)ethanoate (34.86 g 125 mmol) in ethanol (300 ml) at 5° C. such that the reaction temperature was kept below 25° C. The mixture was cooled to 18° C. and 30% hydrogen peroxide (40 ml) was added. The mixture was stirred at 20° C. for 2.5 hours. Sodium sulphite was added until the peroxide test was negative, the mixture was acidified to pH1 with 6M hydrochloric acid and extracted with ethyl acetate. The organic extracts were back extracted with saturated aqueous sodium hydrogen carbonate solution, the aqueous extracts were acidified with concentrated hydrochloric acid and extracted with ethyl acetate. The extracts were dried (MgSO4) and the solvent removed by evaporation to give 2,6-difluoro-4-nitrobenzoic acid (4.89 g, 19%).

후처리

  1. customwas kept below 25° C
  2. extractionextracted with ethyl acetate
  3. extractionThe organic extracts were back extracted with saturated aqueous sodium hydrogen carbonate solution
  4. extractionextracted with ethyl acetate
  5. dry with materialThe extracts were dried (MgSO4)
  6. customthe solvent removed by evaporation

출처 및 근거

ORD 기록
ord-3fee34152a3a45baa7678f8bb98114c8
출처 데이터셋
uspto-grants-2001_02
특허 번호
US06184225B2

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