Hydrochloric Acid → tert-butyl-4-[(1R)-1-aminoethyl]benzoate hydrochloride

HRID 1049078Notes

Reaction equation

HRID 1049078 reaction equation
C([S@@]([NH:7][C@@H:8]([C:10]1[CH:22]=[CH:21][C:13]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[CH:12][CH:11]=1)[CH3:9])=O)(C)(C)C.[ClH:23]>CO>[ClH:23].[C:17]([O:16][C:14](=[O:15])[C:13]1[CH:12]=[CH:11][C:10]([C@H:8]([NH2:7])[CH3:9])=[CH:22][CH:21]=1)([CH3:19])([CH3:18])[CH3:20]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58417313tert-butyl 4-[(1R)-1-{[(S)-tert-butylsulfinyl]amino}ethyl]benzoate

Product 1

HCID 67395949tert-butyl-4-[(1R)-1-aminoethyl]benzoate hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a 2-dram vial was added tert-butyl 4-[(1R)-1-{[(S)-tert-butylsulfinyl]amino}ethyl]benzoate (0.0586 g, 0.180 mmol), hydrochloric acid (0.14 mL, 0.54 mmol, 4.0 M in 1,4-dioxane), and methanol (2 mL). The mixture was stirred at rt for 2 h. The solvent was then completely removed to give tert-butyl-4-[(1R)-1-aminoethyl]benzoate hydrochloride as a white solid. LC-MS: (FA) ES+ 222.

Workup

  1. customThe solvent was then completely removed

Sources & evidence

ORD record
ord-182861e308794959bd9156d16a3594ca
Source dataset
uspto-grants-2016_07
Patent number
US09382197B2

Reaction notes

Loading…