Hydrochloric Acid → Methyl 2-(benzylamino)acetate hydrochloride

HRID 509183

Reaction equation

HRID 509183 reaction equation
[CH2:1]([NH:8][CH2:9][C:10]([OH:12])=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:13].[CH3:14]O>O1CCOCC1>[ClH:13].[CH2:1]([NH:8][CH2:9][C:10]([O:12][CH3:14])=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 869652-(Benzylamino)acetic acid

Product 1

HCID 24192994Methyl 2-(benzylamino)acetate hydrochlorideYield 99%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a N-benzyl glycine 26 (500 mg, 3.0 mmol) in MeOH (6 mL) was added 4M solution of HCl in dioxane (4 mL) and stirred overnight. The reaction mixture was concentrated to afford compound 27 (649 mg, 99%) as a white solid. The crude compound was carried forward without further purification. LRMS (ESI): (calc) 179.2 (found) 180.1 (MH)+.

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-38f9f87398bf4542975c2b2409b64c8e
Source dataset
uspto-grants-2015_08
Patent number
US09096565B2

Linked notes

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