Hydrochloric Acid → (S)-2-amino-3-phenylpropan-1-ol hydrochloride

HRID 1781233

Reaktionsgleichung

Reaktionsgleichung von HRID 1781233
C(OC([NH:8]C(C1C=CC=CC=1)(O)CC)=O)(C)(C)C.[ClH:19].[C:20]1([CH3:26])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.[O:27]1CCO[CH2:29][CH2:28]1>>[ClH:19].[NH2:8][C@@H:29]([CH2:26][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH2:28][OH:27]

Komponenten

5

Edukt 4

HCID 313Hydrochloric AcidHCID 1140TolueneHCID 312751,4-DioxaneHCID 77504178Tert-butoxycarbonylamino-1-phenyl-propan-1-ol

Produkt 1

HCID 69017766(S)-2-amino-3-phenylpropan-1-ol hydrochloride

Versuchsvorschrift

A solution of 20.10 g (80.00 mmol) of (S)-2-(tert-butoxycarbonylamino-1-phenyl-propan-1-ol [J. Med. Chem. 33, 2707 (1990)] in 200 ml of a 4N solution of gaseous hydrogen chloride in anhydrous dioxane is stirred at room temperature for 30 min. After that, 60 ml of toluene are added and the mixture is concentrated in vacuo. This process is repeated a further two times and the residue is then triturated with a little ether, filtered off with suction and dried under high vacuum over KOH. 14.14 g (94% of theory) of the title compound are obtained as colourless crystals.

Aufarbeitung

  1. concentrationthe mixture is concentrated in vacuo
  2. customthe residue is then triturated with a little ether
  3. filtrationfiltered off with suction
  4. dry with materialdried under high vacuum over KOH

Quellen und Nachweise

ORD-Eintrag
ord-ca41f281a28e42868be930447eb2eb4d
Quelldatensatz
uspto-grants-1997_05
Patentnummer
US05633231

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