Ether hydrochloride → Phenethylamine, N-methyl-, hydrochloride

HRID 1069115Notes

Reaction equation

HRID 1069115 reaction equation
[C:1]([N:8]([CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)C)(OC(C)(C)C)=O.[ClH:18].CCOCC>O1CCOCC1>[ClH:18].[CH3:1][NH:8][CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 10953452Ether hydrochlorideHCID 17875246HCID 17875246, compound

Product 1

HCID 77742Phenethylamine, N-methyl-, hydrochlorideYield 93.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

3-(N-Me,N-nPr Carbamyloxy) N-Boc,N-methyl phenethylamine (6.0 g, 17.14 mmol) was dissolved in dioxane (60 ml) and 20% HCl/ether (60 ml) was added. The mixture was stirred at RT for 4 hrs and evaporated to dryness in-vacuo, and the residual oil was treated with ether (2×150 ml), to give, after stirring and ice-cooling, 4.6 g (93.5%) of the title compound as a white solid. In this manner the compounds shown in Table 2 were prepared, their analytical characteristics are given in Table 4.

Workup

  1. customevaporated to dryness in-vacuo
  2. additionthe residual oil was treated with ether (2×150 ml)
  3. customto give
  4. stirringafter stirring
  5. temperatureice-cooling

Sources & evidence

ORD record
ord-e25e309be9a6418bbe72e7c5058dfc5d
Source dataset
uspto-grants-2001_06
Patent number
US06251938B1

Reaction notes

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