Hydrochloric Acid → (R)-2-Amino-2-[4-(2-methyl-pentyloxy)-phenyl]-ethanol HCl

HRID 454992Notes

Reaction equation

HRID 454992 reaction equation
C(OC(=O)[NH:7][C@H:8]([C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH:19]([CH3:23])[CH2:20][CH2:21][CH3:22])=[CH:13][CH:12]=1)[CH2:9][OH:10])(C)(C)C.[ClH:25]>ClCCl.O1CCOCC1>[ClH:25].[NH2:7][C@H:8]([C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH:19]([CH3:23])[CH2:20][CH2:21][CH3:22])=[CH:13][CH:12]=1)[CH2:9][OH:10]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67433195t-butyl (1R)-2-hydroxy-1-(4-(2-methylpentyloxy)phenyl)ethylcarbamate

Product 1

HCID 67073905(R)-2-Amino-2-[4-(2-methyl-pentyloxy)-phenyl]-ethanol HCl

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of {(R)-2-Hydroxy-1-[4-(2-methyl-pentyloxy)-phenyl]-ethyl}-carbamic acid t-butyl ester (0.70 g 2.08 mmol), in dichloromethane (10 ml) in an ice bath was added 4 M HCl in 1,4-dioxane (10 ml). The final mixture was then stirred at room temperature for 1.5 hrs. The excessive solvent was removed in vacuum to give a white solid, which was used directly for next step.

Workup

  1. customThe excessive solvent was removed in vacuum
  2. customto give a white solid, which

Sources & evidence

ORD record
ord-f23f73d9b85549799c4ccdc4d9604499
Source dataset
uspto-grants-2013_07
Patent number
US08497271B2

Reaction notes

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