Water → 1-(Benzoyloxy)-2-methyl-2-propanaminium chloride

HRID 259095Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 259095
[ClH:1].[C:2]1([C:8]2[O:9][CH2:10][C:11]([CH3:14])([CH3:13])[N:12]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH2:15]>Cl.O1CCCC1>[ClH:1].[C:8]([O:9][CH2:10][C:11]([NH2:12])([CH3:14])[CH3:13])(=[O:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 2

HCID 962WaterHCID 12220134Oxazole, 4,5-dihydro-4,4-dimethyl-2-phenyl-, hydrochloride

Produkt 1

HCID 546091031-(Benzoyloxy)-2-methyl-2-propanaminium chloride

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To 8.7 g (0.041 mol) 2-phenyl-4,4-dimethyl-1,3-oxazoline hydrochloride suspended in 120 ml anhydrous hydrogen chloride in tetrahydrofuran (1M) was added 3.6 ml (0.20 mol) water. The mixture was warmed to cause solution and heated under reflux with stirring for 1 hour. The tetrahydrofuran was removed under reduced pressure to afford a nearly colorless oil which crystallized at 0° following the addition of anhydrous ether. The solid was triturated with anhydrous ether overnight and isolated by filtration under a nitrogen atmosphere. After drying in vacuo over calcium sulfate, 6.9 g (0.30 mol), 73%, 2 -amino-2-methyl-1-propyl benzoate hydrochloride was obtained as a white solid, mp 225°-228° (dec.) acetone:hexane, ir (KBr) 1725 (c=o) cm-1, pmr (D2O) δ 1.50 (s, 6H), 4.4 (s, 2H) and 7.0 - 8.3 (m, 5H) ppm.

Aufarbeitung

  1. temperatureThe mixture was warmed
  2. temperatureheated
  3. temperatureunder reflux
  4. customThe tetrahydrofuran was removed under reduced pressure
  5. customto afford a nearly colorless oil which
  6. customcrystallized at 0°
  7. additionthe addition of anhydrous ether
  8. customThe solid was triturated with anhydrous ether overnight
  9. customisolated by filtration under a nitrogen atmosphere
  10. dry with materialAfter drying in vacuo over calcium sulfate, 6.9 g (0.30 mol), 73%

Quellen und Nachweise

ORD-Eintrag
ord-2d9d533b3c564d36a357b6e1a10edafb
Quelldatensatz
uspto-grants-1977_07
Patentnummer
US04036843

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