Nitric Acid → Methyl 2,4-dinitro-5-fluorophenoxyacetate

HRID 2255178노트

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HRID 2255178 반응식
[F:1][C:2]1[CH:3]=[CH:4][C:5]([N+:14]([O-:16])=[O:15])=[C:6]([CH:13]=1)[O:7][CH2:8][C:9]([O:11][CH3:12])=[O:10].[N+:17]([O-])([OH:19])=[O:18].C(OCC)(=O)C.O>S(=O)(=O)(O)O>[N+:14]([C:5]1[CH:4]=[C:3]([N+:17]([O-:19])=[O:18])[C:2]([F:1])=[CH:13][C:6]=1[O:7][CH2:8][C:9]([O:11][CH3:12])=[O:10])([O-:16])=[O:15]

참가 물질

5

반응물 3

HCID 944Nitric AcidHCID 2779697Methyl 2-(5-fluoro-2-nitrophenoxy)acetateHCID 22728543Water ethylacetate

생성물 1

HCID 14423669Methyl 2,4-dinitro-5-fluorophenoxyacetate수율 98%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매2회

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온도
15 °C

실험 절차

To a solution of 14.5 g (63 mmol) methyl 5-fluoro-2-nitrophenoxyacetate in 17 ml conc. sulfuric acid (H2SO4) at 8° C. was added slowly via an addition funnel a mixture of 5.0 ml (76 mmol) of 70% nitric acid and 5.0 ml of conc. H2SO4. After addition was complete, the reaction was stirred an additional 1 hour at 15° C. The reaction mixture was poured into 150 ml of 1:1 ethyl acetate/water and the resulting layers were separated. The aqueous phase was extracted with ethyl acetate (2×60 ml) and the combined organics were dried (Na2SO4) and concentrated in vacuo to give 17.2 g (98% yield) of the desired nitrated product as a yellow solid.

후처리

  1. additionAfter addition
  2. customthe resulting layers were separated
  3. extractionThe aqueous phase was extracted with ethyl acetate (2×60 ml)
  4. dry with materialthe combined organics were dried (Na2SO4)
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-d0ae2c96f58f47d2846b941833d6706b
출처 데이터셋
uspto-grants-1993_08
특허 번호
US05238908

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