Hydrochloric Acid → 3-(4-Aminomethylphenyl)-2-oxo-5-oxazolidinecarboxylic acid

HRID 977225Notes

Reaction equation

HRID 977225 reaction equation
C(OC([NH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([N:16]2[CH2:20][CH:19]([C:21]([OH:23])=[O:22])[O:18][C:17]2=[O:24])=[CH:12][CH:11]=1)=O)(C)(C)C.Cl>CCOCC.O1CCOCC1>[NH2:8][CH2:9][C:10]1[CH:11]=[CH:12][C:13]([N:16]2[CH2:20][CH:19]([C:21]([OH:23])=[O:22])[O:18][C:17]2=[O:24])=[CH:14][CH:15]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 199655563-(4-Tert-butoxycarbonylaminomethylphenyl)-2-oxo-5-oxazolidinecarboxylic acid

Product 1

HCID 199655363-(4-Aminomethylphenyl)-2-oxo-5-oxazolidinecarboxylic acid

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent

Procedure

3.36 g of 3-(4-tert-butoxycarbonylaminomethylphenyl)-2-oxo-5-oxazolidinecarboxylic acid [obtainable according to Example 14; m.p. 166°] are stirred at room temperature for 1 h in a mixture of 30 ml of ether and 30 ml of dioxane, which has been saturated beforehand with HCl gas. The precipitate is then filtered off with suction and washed with ether. 3-(4-Aminomethylphenyl)-2-oxo-5-oxazolidinecarboxylic acid is obtained, m.p. 211°-212°.

Workup

  1. filtrationThe precipitate is then filtered off with suction
  2. washwashed with ether

Sources & evidence

ORD record
ord-82300ad76a614e8c8509a7f0a1ad9b68
Source dataset
uspto-grants-1997_03
Patent number
US05614535

Reaction notes

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