N,N-dimethyl-2-phenylethanamine

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 2-Phenylethyl bromide [0.01 mol.] and dimethylamine hydrochloride [0.02 mol.] are stirred at room temperature [24 hrs] and then refluxed [1 hr.] with potassium carbonate [0.06 in methanol. The insoluble materials are filtered and the solution evaporated and distilled to form N,N-dimethyl-2-phenylethylamine. The hydrochloride salt [m.p. 163-4° C.] is formed and recrystallized from ethanol. The structure was confirmed by its proton nmr spectrum, by its chemical ionization mass spectrum, and its correct elemental analyses. The insoluble materials are filtered the solution evaporated distilled

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: As Example 15 but using 2-dimethylamino-1-phenyl-ethanol (13.7 g) instead of 3-acetylpyridine. The crude material is pyrified by column chromatography on aluminium oxide using dichloromethane as eluant. The product is dried in vacuo to constant weight to give 1-(1,3-dithian-2-ylidene)-2-ylidene)-2-dimethylamino-1-phenylethane as an oil at room temperature. The product is dried in vacuo to constant weight

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: As Example 15 but using 2-dimethylamino-1-phenyl-ethanol (13.7 g) instead of 3-acetylpyridine. The crude material is pyrified by column chromatography on aluminium oxide using dichloromethane as eluant. The product is dried in vacuo to constant weight to give 1-(1,3-dithian-2-ylidene)-2-ylidene)-2-dimethylamino-1-phenylethane as an oil at room temperature. The product is dried in vacuo to constant weight

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: LC-MS (ESI) m/z (%): 268 (0) [M0+H]+, 269 (4), 270 (13), 271 (22), 272 (22), 273 (16), 274 (14), 275 (7), 276 (1).

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 45 g. (0.3 moles) of the dimethylphenethylamine is reduced by treatment with 16 g. of lithium (2.3 g. atom) in 1.5 1. of ammonia and 250 ml. of ethanol according to the procedure of Example 1(a) to yield crude 1-[2-(dimethylamino)ethyl]-1,4-cyclohexadiene.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 45 g. (0.3 moles) of the dimethylphenethylamine is reduced by treatment with 16 g. of lithium (2.3 g. atom) in 1.5 l. of ammonia and 250 ml. of ethanol according to the procedure of Example 1(a) to yield crude 1-[2-(dimethylamino)ethyl]-1,4-cyclohexadiene.

Conditions: temp:0.00; pressure:0.00; stir: