Hydrochloric Acid → (βR)-β-Amino-4-bromobenzeneethanol

HRID 454965Notes

Reaction equation

HRID 454965 reaction equation
C(OC(=O)[NH:7][C@H:8]([C:11]1[CH:16]=[CH:15][C:14]([Br:17])=[CH:13][CH:12]=1)[CH2:9][OH:10])(C)(C)C.Cl>CO.O1CCOCC1>[NH2:7][C@H:8]([C:11]1[CH:16]=[CH:15][C:14]([Br:17])=[CH:13][CH:12]=1)[CH2:9][OH:10]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 12194286(R)-tert-butyl (1-(4-bromophenyl)-2-hydroxyethyl)carbamate

Product 1

HCID 14853191(βR)-β-Amino-4-bromobenzeneethanolYield 116.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of [(R)-1-(4-bromo-phenyl)-2-hydroxy-ethyl]-carbamic acid t-butyl ester (946 mg, 3 mmol) in MeOH (15 ml) was treated with HCl in dioxane (4 M, 15 ml) for 1.5 h. The mixture was concentrated to give the titled compound (755 mg, 100%) as a white solid.

Workup

  1. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-a73a874f4f6e4c08883a880458021e51
Source dataset
uspto-grants-2013_07
Patent number
US08497271B2

Reaction notes

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