Hydrochloric Acid → rac-tert-butyl N-[(1R,2R)-2-aminocyclopropyl]carbamate hydrochloride

HRID 1504817Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1504817
[ClH:1].[C@@H:2]1([NH:13]C(=O)OC(C)(C)C)[CH2:4][C@H:3]1[NH:5][C:6](=[O:12])[O:7][C:8]([CH3:11])([CH3:10])[CH3:9]>C(OCC)(=O)C>[ClH:1].[NH2:13][C@@H:2]1[CH2:4][C@H:3]1[NH:5][C:6](=[O:12])[O:7][C:8]([CH3:10])([CH3:9])[CH3:11]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 90354416di-tert-butyl rel-(1R,2R)-cyclopropane-1,2-diylbiscarbamate

Produkt 1

HCID 57364724rac-tert-butyl N-[(1R,2R)-2-aminocyclopropyl]carbamate hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel2×

Versuchsvorschrift

37% hydrochloric acid (40.0 mL) in ethyl acetate (300 mL) was added dropwise to a solution of di-tert-butyl rel-(1R,2R)-cyclopropane-1,2-diylbiscarbamate (80.0 g) in ethyl acetate (500 mL) at 0° C. The reaction mixture was warmed to ambient temperature. After 16 hours, the reaction mixture was filtered. The collected solids were washed with diethyl ether and then dried under reduced pressure to afford tert-butyl rel-[(1R,2R)-2-aminocyclopropyl]carbamate HCl salt. MS ESI calc'd. for C8H17N2O2 [M+H]+ 173. found 173. 1H NMR (300 MHz, DMSO-d6) δ: 8.36 (bs, 3H), 7.14 (s, 1H), 2.87-2.86 (m, 1H), 2.50-2.49 (m, 1H), 1.39 (s, 9), 1.09-1.02 (m, 1H), 0.92-0.86 (m, 1H).

Aufarbeitung

  1. filtrationthe reaction mixture was filtered
  2. washThe collected solids were washed with diethyl ether
  3. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-2e7463e2fe254e6a9732b48928eef774
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09216173B2

Notizen zur Reaktion

Wird geladen…