Hydrochloric Acid → Methyl 4-[3-(aminomethyl)phenoxy]benzoate-hcl

HRID 449516Notes

Reaction equation

HRID 449516 reaction equation
C(OC([NH:8][CH2:9][C:10]1[CH:11]=[C:12]([CH:24]=[CH:25][CH:26]=1)[O:13][C:14]1[CH:23]=[CH:22][C:17]([C:18]([O:20][CH3:21])=[O:19])=[CH:16][CH:15]=1)=O)(C)(C)C.[ClH:27]>O1CCOCC1>[ClH:27].[NH2:8][CH2:9][C:10]1[CH:11]=[C:12]([CH:24]=[CH:25][CH:26]=1)[O:13][C:14]1[CH:23]=[CH:22][C:17]([C:18]([O:20][CH3:21])=[O:19])=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59496631Methyl 4-(3-((tert-butoxycarbonylamino)methyl)phenoxy)benzoate

Product 1

HCID 67541602Methyl 4-[3-(aminomethyl)phenoxy]benzoate-hcl

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The methyl 4-(3-((tert-butoxycarbonylamino)methyl)phenoxy)benzoate (0.040 g) was taken up in 4 M HCl in dioxane (3 ml) at rt and was stirred for 2 h. The reaction was complete, was concentrated under reduced pressure, taken up in acetonitrile and re-concentrated under reduced pressure two times to give crude methyl 4-[3-(aminomethyl)phenoxy]benzoate-HCl (0.045 g) as a semisolid residue. Analytical LCMS (M+H)+: m/z=258.0.

Workup

  1. concentrationwas concentrated under reduced pressure
  2. concentrationre-concentrated under reduced pressure two times

Sources & evidence

ORD record
ord-e3316d9360904a5fa69ae8f414ef9256
Source dataset
uspto-grants-2013_07
Patent number
US08481732B2

Reaction notes

Loading…