Hydrochloric Acid → (1R,2S)-2-Methoxy-2,3-dihydro-1H-inden-1-amine

HRID 1397517Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1397517
[CH3:1][O:2][C@H:3]1[CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C@H:4]1[NH:12]C(=O)OC(C)(C)C.Cl.C([O-])([O-])=O.[Na+].[Na+]>O1CCOCC1.O>[CH3:1][O:2][C@H:3]1[CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C@H:4]1[NH2:12]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 86614253tert-Butyl [(1R,2S)-2-methoxy-2,3-dihydro-1H-inden-1-yl]carbamate

Produkt 1

HCID 28109796(1R,2S)-2-Methoxy-2,3-dihydro-1H-inden-1-amineAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

To tert-butyl [(1R,2S)-2-methoxy-2,3-dihydro-1H-inden-1-yl]carbamate (253 mg, 0.961 mmol) was added a 4.00 M solution of HCl in 1,4-dioxane (5.00 mL) and the mixture was stirred for 10 min, after which a white solid crashed out. The suspension was concentrated in vacuo and co-evaporated with toluene to afford a white solid, which was dissolved in H2O. The solution was adjusted to pH 10. via addition of Na2CO3. The mixture was then extracted with Et2O (3×30 mL) and the organic extracts were concentrated in vacuo to afford the title compound (150. mg, 99%). LC/MS: Rt=0.85 min, ES+ 164 (AA standard).

Aufarbeitung

  1. concentrationThe suspension was concentrated in vacuo and co-evaporated with toluene
  2. customto afford a white solid, which
  3. extractionThe mixture was then extracted with Et2O (3×30 mL)
  4. concentrationthe organic extracts were concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-3720657a6eb843e58a5e088e89182707
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08901136B2

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