Methanesulfonyl chloride → Methyl 2-[(methanesulfonyl)oxy]-4-nitrobenzoate

HRID 280833

Reaktionsgleichung

Reaktionsgleichung von HRID 280833
[OH:1][C:2]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[CH3:15][S:16](Cl)(=[O:18])=[O:17]>C(Cl)(Cl)Cl.C(N(CC)CC)C>[CH3:15][S:16]([O:1][C:2]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5])(=[O:18])=[O:17]

Komponenten

5

Edukt 2

HCID 31297Methanesulfonyl chlorideHCID 139539Salicylic acid, 4-nitro-, methyl ester

Produkt 1

HCID 23320160Methyl 2-[(methanesulfonyl)oxy]-4-nitrobenzoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6212ChloroformLösungsmittelHCID 8471TriethylamineLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

Methyl 2-hydroxy-4-nitrobenzoate (19.7 g) was dissolved in 100 ml of chloroform and triethylamine (15 ml). The solution was kept at a temperature below 15° C., and methanesulfonylchloride (8.6 ml) was added dropwise. The solution was maintained at 50° C. for 1 hr, whereupon it was poured onto ice-hydrochloric acid and extracted with a total of 600 ml chloroform. The solution was dried with magnesium sulfate, treated with active carbon and evaporated. The product was recrystallized from methanol. Yield: 20 g.

Aufarbeitung

  1. additionwas added dropwise
  2. additionwas poured onto ice-hydrochloric acid
  3. extractionextracted with a total of 600 ml chloroform
  4. dry with materialThe solution was dried with magnesium sulfate
  5. additiontreated with active carbon
  6. customevaporated
  7. customThe product was recrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-e999d4d5001244278c3eb477e6871205
Quelldatensatz
uspto-grants-1986_05
Patentnummer
US04591584

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