1,4-Dioxane → 2-Amino-4-(2-chlorophenyl)butanoic acid hydrochloride

HRID 1910680Notes

Reaction equation

HRID 1910680 reaction equation
C(OC([NH:8][CH:9]([CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[Cl:21])[C:10]([OH:12])=[O:11])=O)(C)(C)C.O1CCOCC1>Cl>[ClH:21].[NH2:8][CH:9]([CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[Cl:21])[C:10]([OH:12])=[O:11]

Participants

4

Reactant 2

HCID 312751,4-DioxaneHCID 669969812-(tert-Butoxycarbonylamino)-4-(2-chlorophenyl)butanoic acid

Product 1

HCID 672826112-Amino-4-(2-chlorophenyl)butanoic acid hydrochlorideYield 166.2%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

2-(tert-Butoxycarbonylamino)-4-(2-chlorophenyl)butanoic acid (2.25 g) was dissolved in 4 N HCl in dioxane (20 mL, 11 eq) and stirred at room temperature for 1 h. The solution was then concentrated delivering product as a yellow solid (1.49 g, 83% yield).

Workup

  1. concentrationThe solution was then concentrated

Sources & evidence

ORD record
ord-d1bb61104b20436dbfd755e87a236124
Source dataset
uspto-grants-2013_12
Patent number
US08604023B2

Reaction notes

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