Hydrochloric Acid → (r)-6,8-Dibromochroman-4-amine hydrochloride

HRID 1008960Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1008960
[N:1]([C@H:4]1[C:13]2[C:8](=[C:9]([Br:15])[CH:10]=[C:11]([Br:14])[CH:12]=2)[O:7][CH2:6][CH2:5]1)=[N+]=[N-].CP(C)C.[ClH:20]>O1CCCC1.C(#N)C>[ClH:20].[Br:14][C:11]1[CH:12]=[C:13]2[C:8](=[C:9]([Br:15])[CH:10]=1)[O:7][CH2:6][CH2:5][C@H:4]2[NH2:1]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 68983TrimethylphosphineHCID 866200164(R)-Azido-6,8-dibromo-chroman

Produkt 1

HCID 67303951(r)-6,8-Dibromochroman-4-amine hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6342AcetonitrileLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To an ice cooled solution of 4(R)-azido-6,8-dibromo-chroman in tetrahydrofuran (0.16M) was added 1.2 equivalents of trimethylphosphine. The mixture was warmed to room temperature and maintained for 16 h. Concentration of the mixture gave the crude amine. This was dissolved in acetonitrile (0.20M) and 2 equivalents of hydrochloric acid added. The mixture was stirred for 16 h and the solids filtered, washed with acetonitrile and dried to afford the title compound as an off-white solid.

Aufarbeitung

  1. temperaturemaintained for 16 h
  2. customConcentration of the mixture gave the crude amine
  3. filtrationthe solids filtered
  4. washwashed with acetonitrile
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-54eb609add124280b639e552de9d8428
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07973050B2

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