1,4-Dioxane hydrochloride → (S)-2-Amino-N,N-dimethyl-4-phenyl-butyramide hydrochloride

HRID 651149Notes

Reaction equation

HRID 651149 reaction equation
C(OC(=O)[NH:7][C@H:8]([C:17](=[O:21])[N:18]([CH3:20])[CH3:19])[CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(C)(C)C.[ClH:23].O1CCOCC1>>[ClH:23].[NH2:7][C@@H:8]([CH2:9][CH2:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)[C:17]([N:18]([CH3:19])[CH3:20])=[O:21]

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 54369423(S)-(1-Dimethylcarbamoyl-3-phenyl-propyl)-carbamic acid tert-butyl ester

Product 1

HCID 69688590(S)-2-Amino-N,N-dimethyl-4-phenyl-butyramide hydrochloride

Conditions

Temperature
25 °C

Procedure

(S)-(1-Dimethylcarbamoyl-3-phenyl-propyl)-carbamic acid tert-butyl ester (235 mg, 0.8 mmol) was dissolved in 4 M HCl-dioxane (2 mL) at 0° C. The mixture was stirred at 25° C. for 1.5 hours, concentrated and the residue triturated with ether. Yield, 187 mg, 100%; HPLC (60/40) 2.31 minutes (99%).

Workup

  1. concentrationconcentrated
  2. customthe residue triturated with ether
  3. customYield

Sources & evidence

ORD record
ord-5bd66ad9b88f4440be6b689618442ca3
Source dataset
uspto-grants-2001_08
Patent number
US06277877B1

Reaction notes

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