Hydrochloric Acid → Methyl 4-((3-(amino(phenyl)methyl)phenoxy)methyl)benzoate hydrochloride

HRID 332692Notes

Reaction equation

HRID 332692 reaction equation
C(OC([NH:8][CH:9]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C:10]1[CH:11]=[C:12]([CH:25]=[CH:26][CH:27]=1)[O:13][CH2:14][C:15]1[CH:24]=[CH:23][C:18]([C:19]([O:21][CH3:22])=[O:20])=[CH:17][CH:16]=1)=O)(C)(C)C.[ClH:34].O1CCOCC1>CO>[ClH:34].[NH2:8][CH:9]([C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)[C:10]1[CH:11]=[C:12]([CH:25]=[CH:26][CH:27]=1)[O:13][CH2:14][C:15]1[CH:24]=[CH:23][C:18]([C:19]([O:21][CH3:22])=[O:20])=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 71093072Methyl 4-((3-(((tert-butoxycarbonyl)amino)(phenyl)methyl)-phenoxy)methyl)benzoate

Product 1

HCID 71093118Methyl 4-((3-(amino(phenyl)methyl)phenoxy)methyl)benzoate hydrochlorideYield 95%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 4-((3-(((tert-butoxycarbonyl)amino)(phenyl)methyl)-phenoxy)methyl)benzoate (3.21 g, 7.20 mmol) in methanol (36 mL), was added hydrogen chloride in dioxan (4 M, 9.0 mL, 36 mmol). The reaction mixture was stirred at room temperature for 16 hours. The solvent was removed at reduced pressure to afford the title compound (2.65 g, >95%).

Workup

  1. customThe solvent was removed at reduced pressure

Sources & evidence

ORD record
ord-bae9a9b2b89248d3a01275b07f09d909
Source dataset
uspto-grants-2014_11
Patent number
US08877774B2

Reaction notes

Loading…