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Hydrochloric Acid → (3-Cyclopropyl-1,2-oxazol-5-yl)methanamine

HRID 2105223
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2105223
C(OC([NH:8][CH2:9][C:10]1[O:14][N:13]=[C:12]([CH:15]2[CH2:17][CH2:16]2)[CH:11]=1)=O)(C)(C)C.Cl>CO>[NH2:8][CH2:9][C:10]1[O:14][N:13]=[C:12]([CH:15]2[CH2:17][CH2:16]2)[CH:11]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 688156195-(tert-Butoxycarbonylaminomethyl)-3-cyclopropylisoxazole

Produkt 1

HCID 64156762(3-Cyclopropyl-1,2-oxazol-5-yl)methanamineAusbeute 53 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Crude 5-(tert-butoxycarbonylaminomethyl)-3-cyclopropylisoxazole (Method 3) (37.4 g, 0.157 mol) and 3M hydrochloric acid (80 ml) in methanol (100 ml) was heated at 50° C. for 2 hours. The methanol was removed by evaporation and aqueous residue washed with DCM. The aqueous layer was adjusted to pH 12 by careful addition of 40% aqueous sodium hydroxide solution and then extracted with DCM (×4). The extracts were combined, washed with brine, then dried (Na2SO4) and the volatiles removed by evaporation to give the title compound (11.5 g, 53%) as oil.

Aufarbeitung

  1. customThe methanol was removed by evaporation and aqueous residue
  2. washwashed with DCM
  3. additionThe aqueous layer was adjusted to pH 12 by careful addition of 40% aqueous sodium hydroxide solution
  4. extractionextracted with DCM (×4)
  5. washwashed with brine
  6. dry with materialdried (Na2SO4)
  7. customthe volatiles removed by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-c818c0c7bd1c4ffab309d7af90a8cc5b
Quelldatensatz
uspto-grants-2009_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07579349B2

Notizen zur Reaktion

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