Hydrochloric Acid → Methyl 3-phenyl-3-amino-propionate hydrochloride

HRID 1971320Notes

Reaction equation

HRID 1971320 reaction equation
[CH3:1][O:2][C:3](=[O:19])[CH2:4][CH:5]([NH:12]S(C(C)(C)C)=O)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[ClH:20]>CO.O1CCOCC1>[ClH:20].[CH3:1][O:2][C:3](=[O:19])[CH2:4][CH:5]([NH2:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 684444833-(2-Methyl-propane-2-sulfinylamino)-3-phenyl-propionic acid methyl ester

Product 1

HCID 2834577Methyl 3-phenyl-3-amino-propionate hydrochloride

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

3-(2-Methyl-propane-2-sulfinylamino)-3-phenyl-propionic acid methyl ester (1.73 mmol, 1 eq) is dissolved in 10 mL methanol (J. Org. Chem., 2002, 67, 7819-7832). A solution of HCl in dioxane (4 M, 10 mL) is added. The solution is stirred at room temperature for 45 min and concentrated in vacuo. 3-Amino-3-phenyl-propionic acid methyl ester hydrochloride is obtained as yellow viscous oil (135% crude product); ES-MS (MH+)=181.1.

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-f3c672169d2f46c8beb44035aee2649e
Source dataset
uspto-grants-2013_04
Patent number
US08431602B2

Reaction notes

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