2-Propanol, 1-amino-2-methyl- → Methyl 2-(4-chlorophenyl)-3-(2-hydroxy-2-methylpropylamino)propanoate

HRID 75391

Reaction equation

HRID 75391 reaction equation
[NH2:1][CH2:2][C:3]([CH3:6])([OH:5])[CH3:4].[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([C:14](=[CH2:19])[C:15]([O:17][CH3:18])=[O:16])=[CH:10][CH:9]=1>O1CCCC1>[Cl:7][C:8]1[CH:9]=[CH:10][C:11]([CH:14]([CH2:19][NH:1][CH2:2][C:3]([OH:5])([CH3:6])[CH3:4])[C:15]([O:17][CH3:18])=[O:16])=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 951022-Propanol, 1-amino-2-methyl-HCID 11735736Methyl 2-(4-chlorophenyl)acrylate

Product 1

HCID 68627364Methyl 2-(4-chlorophenyl)-3-(2-hydroxy-2-methylpropylamino)propanoateYield 100.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1-Amino-2-methyl-propan-2-ol (0.408 g, 4.58 mmol) was added to a solution of methyl 2-(4-chlorophenyl)acrylate (0.300 g, 1.52 mmol) in tetrahydrofuran (3.84 mL). The reaction was allowed to stir at room temperature overnight and produced crude methyl 2-(4-chlorophenyl)-3-(2-hydroxy-2-methylpropylamino)propanoate (436 mg, 100%). LCMS: M+1 286.5.

Sources & evidence

ORD record
ord-8540affbea47465aa01b8fb0617ffe81
Source dataset
uspto-grants-2014_09
Patent number
US08835434B2

Linked notes

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