Hydrochloric Acid → 2-Aminomethyl-3-bromo-benzoic acid hydrochloride salt

HRID 1826992Notes

Reaction equation

HRID 1826992 reaction equation
C(OC([NH:8][CH2:9][C:10]1[C:18]([Br:19])=[CH:17][CH:16]=[CH:15][C:11]=1[C:12]([OH:14])=[O:13])=O)(C)(C)C.[ClH:20]>C(OCC)C>[ClH:20].[NH2:8][CH2:9][C:10]1[C:18]([Br:19])=[CH:17][CH:16]=[CH:15][C:11]=1[C:12]([OH:14])=[O:13]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 221368283-Bromo-2-(((tert-butoxycarbonyl)amino)methyl)benzoic acid

Product 1

HCID 696626982-Aminomethyl-3-bromo-benzoic acid hydrochloride saltYield 13%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 2-(tert-Butoxy carbonylamino-methyl)-3-bromo-benzoic acid (0.188 g, 0.57 mmol) in 2M HCl in diethyl ether (10 ml) was stirred at room temperature for 18 hours. The solvent was removed by evaporation under reduced pressure. The solid was diluted with ethyl acetate/dioxan (1:1) (10 ml) and stirred at room temperature for 1.5 hours. The solid was filtered off and dried to give the title compound (0.02 g, 13%) as a white solid.

Workup

  1. customThe solvent was removed by evaporation under reduced pressure
  2. additionThe solid was diluted with ethyl acetate/dioxan (1:1) (10 ml)
  3. stirringstirred at room temperature for 1.5 hours
  4. filtrationThe solid was filtered off
  5. customdried

Sources & evidence

ORD record
ord-b774302d34564f4f959dcda875fed9f7
Source dataset
uspto-grants-2006_05
Patent number
US07053122B2

Reaction notes

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