Hydrochloric Acid → [4-(2-Aminoethyl)benzyl]dimethylamine dihydrochloride

HRID 1048043Notes

Reaction equation

HRID 1048043 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[CH:20]=[CH:19][C:8]([CH2:9][CH2:10][NH:11]C(=O)OC(C)(C)C)=[CH:7][CH:6]=1)[CH3:3].[ClH:21]>O1CCOCC1>[ClH:21].[ClH:21].[CH3:1][N:2]([CH2:4][C:5]1[CH:20]=[CH:19][C:8]([CH2:9][CH2:10][NH2:11])=[CH:7][CH:6]=1)[CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67080402Tert-butyl 4-((dimethylamino)methyl)phenethylcarbamate

Product 1

HCID 54758796[4-(2-Aminoethyl)benzyl]dimethylamine dihydrochlorideYield 98%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a stirred solution of tert-butyl 4-((dimethylamino)methyl)phenethylcarbamate (0.14 g, 0.50 mmol) in dioxane (1 mL) at ambient temperature was added a 4M solution of hydrogen chloride in dioxane (4 mL). The resulting solution was stirred at ambient temperature for 30 minutes, then concentrated to afford 2-(4-((dimethylamino)methyl)phenyl)ethanamine dihydrochloride as a white solid (0.12 g, 98% yield).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-6532df6ba1ef462385943e3b32609ac8
Source dataset
uspto-grants-2013_10
Patent number
US08569522B2

Reaction notes

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