Acetic Acid → HCID 21320295, 화합물

HRID 262228노트

반응식

HRID 262228 반응식
Br[C:2]1[O:3][C:4]2[CH:16]=[CH:15][C:14]([CH2:17][S:18]([CH3:20])=[O:19])=[CH:13][C:5]=2[C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C(O)(=O)C.C(O)(=O)C(CC(O)=O)=C.[N+:34]([O-:39])([N+]([O-])=O)=[O:35]>C(Cl)(Cl)Cl.O>[CH3:20][S:18]([CH2:17][C:14]1[CH:15]=[CH:16][C:4]2[O:3][C:2]([N+:34]([O-:39])=[O:35])=[C:6]([C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)[C:5]=2[CH:13]=1)=[O:19]

참가 물질

7

반응물 4

HCID 176Acetic Acid2회HCID 811Itaconic acidHCID 25352Nitrogen oxide (N2O4)HCID 21320299HCID 21320299, 화합물

생성물 1

HCID 21320295HCID 21320295, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 6212Chloroform용매

실험 절차

The product of step A is dissolved in 100 ml. of acetic acid, 3.3 g. of itaconic acid is added followed by 2.3 g. of dinitrogen tetraoxide in 10 ml. of acetic acid (the latter being added dropwise). After two hours, the mixture is poured into water and extracted with diethyl ether. The ether extracts are washed with dilute sodium bicarbonate solution, with saturated sodium chloride solution, then dried. Evaporation provides a solid which is dissolved in chloroform and chromatographically fractionated on silica gel, eluting with chloroform-carbon tetrachloride, then chloroform. The desired product elutes slowly with chloroform. It is washed with hot hexane, then recrystallized from a hexane-chloroform mixture to provide 5-methylsulfinylmethyl-2-nitro-3-phenylbenzofuran, m.p. 161°-163° C. This is the product of Example 19.

후처리

  1. extractionextracted with diethyl ether
  2. washThe ether extracts are washed with dilute sodium bicarbonate solution, with saturated sodium chloride solution
  3. customdried
  4. customEvaporation
  5. customprovides a solid which
  6. washeluting with chloroform-carbon tetrachloride
  7. washIt is washed with hot hexane
  8. customrecrystallized from a hexane-chloroform mixture

출처 및 근거

ORD 기록
ord-a9642486424a410198db5f2a950deafe
출처 데이터셋
uspto-grants-1979_05
특허 번호
US04153716

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