Potassium Nitrate → 5-Fluoro-2-nitrobenzoic acid methyl ester

HRID 128482

반응식

HRID 128482 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6].[N+:12]([O-])([O-:14])=[O:13].[K+]>S(=O)(=O)(O)O>[F:1][C:2]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[C:4]([CH:3]=1)[C:5]([O:7][CH3:8])=[O:6]

참가 물질

4

반응물 2

HCID 24434Potassium NitrateHCID 521184Benzoic acid, 3-fluoro-, methyl ester

생성물 1

HCID 51520495-Fluoro-2-nitrobenzoic acid methyl ester수율 96.8%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매2회

반응 조건

온도
5 °C

실험 절차

To a 500 ml, 4-necked flask fitted with a stirrer, thermometer, addition funnel and reflux condenser is charged sulfuric acid (50 ml) and methyl m-fluorobenzoate (8.5 g, 0.055 mole). The reaction mixture is then cooled to 5° C. and a solution of potassium nitrate (reagent 5.57 g, 0.055 mole) is concentrated sulfuric acid (50 ml) is added dropwise over a 30 minute period. Ten minutes after completion of addition the reaction mixture is poured onto 500 g of cracked ice and the product extracted into benzene (3×100 ml). The combined benzene extracts are dried with anhydrous magnesium sulfate and the filtrate reduced in vacuo to give 10.6 g (96%) of product, which is a yellow liquid. Anal. Calcd. for C8H6FNO4 : C, 48.20; H, 3.04; F, 9.54; N, 7.02. Found: C, 50.15; H, 3.34; F, 9.17; N, 6.77.

후처리

  1. customTo a 500 ml, 4-necked flask fitted with a stirrer
  2. additionthermometer, addition funnel
  3. temperaturereflux condenser
  4. additionis added dropwise over a 30 minute period
  5. additionTen minutes after completion of addition the reaction mixture
  6. extractionthe product extracted into benzene (3×100 ml)
  7. dry with materialThe combined benzene extracts are dried with anhydrous magnesium sulfate

출처 및 근거

ORD 기록
ord-aa93bd0cfaa14705a464f6e0293cb454
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04259510

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