Nitric Acid → 2,4-Dichloro-5-fluoro-3-nitrobenzoic acid

HRID 231991

반응식

HRID 231991 반응식
[N+:1]([O-:4])(O)=[O:2].S(=O)(=O)(O)O.[Cl:10][C:11]1[CH:19]=[C:18]([Cl:20])[C:17]([F:21])=[CH:16][C:12]=1[C:13]([OH:15])=[O:14]>>[Cl:10][C:11]1[C:19]([N+:1]([O-:4])=[O:2])=[C:18]([Cl:20])[C:17]([F:21])=[CH:16][C:12]=1[C:13]([OH:15])=[O:14]

참가 물질

4

반응물 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 6881382,4-Dichloro-5-fluorobenzoic acid

생성물 1

HCID 27342592,4-Dichloro-5-fluoro-3-nitrobenzoic acid

실험 절차

40 ml of concentrated nitric acid are added dropwise, with ice cooling and stirring, to 34 ml of concentrated sulphuric acid. 20.9 g of 2,4-dichloro-5-fluorobenzoic acid are added in portions to this nitration mixture, the temperature increasing to 45°-50° C. The mixture is then heated for a further 3 hours at 90°-100° C. and, after cooling to room temperature, poured into 350 ml of ice water, and the precipitate is filtered off under suction and washed with water. The moist crude product is dissolved in 30 ml of hot methanol, and 150 ml of H2O are added to the solution. The precipitate is filtered off under suction when cold, washed with CH3OH/H2O and dried at 80° C. in vacuo. 21.2 g of crude 2,4-dichloro-5-fluoro-3-nitro-benzoic acid are obtained. It is sufficiently pure for the further reactions. Melting point: 192° C. (from toluene/petroleum ether).

후처리

  1. temperaturethe temperature increasing to 45°-50° C
  2. temperatureThe mixture is then heated for a further 3 hours at 90°-100° C.
  3. filtrationthe precipitate is filtered off under suction
  4. washwashed with water
  5. dissolutionThe moist crude product is dissolved in 30 ml of hot methanol
  6. addition150 ml of H2O are added to the solution
  7. filtrationThe precipitate is filtered off under suction when cold
  8. washwashed with CH3OH/H2O
  9. customdried at 80° C. in vacuo

출처 및 근거

ORD 기록
ord-c2c832c9846341a0ae2875a273a487da
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04851160

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