Methanol → HCID 30119893, compound

HRID 906063Notes

Reaction equation

HRID 906063 reaction equation
[CH2:1]([N:3]([CH2:23][CH3:24])[CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([C@@H:13]([NH:15]C(=O)OC(C)(C)C)[CH3:14])=[CH:9][CH:8]=1)[CH3:2].CO>Cl.O1CCOCC1>[NH2:15][C@H:13]([C:10]1[CH:11]=[CH:12][C:7]([O:6][CH2:5][CH2:4][N:3]([CH2:23][CH3:24])[CH2:1][CH3:2])=[CH:8][CH:9]=1)[CH3:14]

Participants

5

Reactant 2

HCID 887MethanolHCID 86631939HCID 86631939, compound

Product 1

HCID 30119893HCID 30119893, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 1,1-dimethylethyl [(1S)-1-(4-{[2-(diethylamino)ethyl]oxy}phenyl)ethyl]carbamate (0.912 g, 2.7 mmol) in 4N hydrogen chloride in dioxane (5 mL) and methanol (5 mL) was refluxed for 2 min. After cooling to room temperature the mixture was concentrated to afford (S)-2-[4-(1-aminoethyl)phenoxy]-N,N-diethylethylamine as the hydrochloride salt (0.830 g, 99% yield). MS (EI) for C14H24N2O: 237 (MH+).

Workup

  1. concentrationwas concentrated

Sources & evidence

ORD record
ord-58c06570dd974f7f8d45e4e9e11f27f3
Source dataset
uspto-grants-2011_09
Patent number
US08012956B2

Reaction notes

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