Nitric Acid → Ethyl 3-(4-nitrobenzyl)cyclobutanecarboxylate

HRID 1713857Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1713857
[N+:1]([O-:4])(O)=[O:2].S(=O)(=O)(O)O.[CH2:10]([CH:17]1[CH2:20][CH:19]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH2:18]1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(Cl)Cl>[N+](C1C=CC=CC=1)([O-])=O>[N+:1]([C:14]1[CH:15]=[CH:16][C:11]([CH2:10][CH:17]2[CH2:20][CH:19]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH2:18]2)=[CH:12][CH:13]=1)([O-:4])=[O:2]

Komponenten

6

Edukt 4

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 6344DichloromethaneHCID 20313172Ethyl 3-benzylcyclobutanecarboxylate

Produkt 1

HCID 59464076Ethyl 3-(4-nitrobenzyl)cyclobutanecarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7416NitrobenzeneLösungsmittel

Versuchsvorschrift

A mixture of concentrated nitric acid (0.5 mL) and concentrated sulphuric acid (0.8 mL) was added slowly with stirring to an ice-cooled solution of ethyl 3-benzylcyclobutanecarboxylate (German Patent DE 2626287) (876 mmol, 4.02 mmol) in nitrobenzene (2 mL). The reaction mixture was warmed to ambient temperature and stirred for 1.5 h then poured onto ice/water. DCM (5 mL) was added and the mixture was stirred before passing through a phase separation cartridge. Solvent was removed by evaporation to give the title compound that was used directly in the next step.

Aufarbeitung

  1. additionwas added slowly
  2. additionthen poured onto ice/water
  3. stirringthe mixture was stirred
  4. custombefore passing through a phase separation cartridge
  5. customSolvent was removed by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-7fe7a60faf6743ef8546762ca605ea63
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07795283B2

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