Acetic Acid → HCID 21320295、化合物

HRID 262228ノート

反応式

HRID 262228 の反応式
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]

参加物

7

反応物 4

HCID 176Acetic Acid2 回HCID 811Itaconic acidHCID 25352Nitrogen oxide (N2O4)HCID 21320299HCID 21320299、化合物

生成物 1

HCID 21320295HCID 21320295、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6212Chloroform溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a9642486424a410198db5f2a950deafe
出典データセット
uspto-grants-1979_05
特許番号
US04153716

反応ノート

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