I'VE FOUND IT 
For our purposes, p-methoxyphenylacetaldehyde is the Strecker Degradation product of Tyrosine and Phenethylamine is the decarboxylation product of Phenylalanine (NB Phenylacetaldehyde is the Strecker Degradation product of Phenylalanine, which would give N-methyl-Phenethylamine if reductively aminated with methylamine - The major chlorohydrin from Styrene if used to alkylate methylamine should give N-methylphenethan-1-ol-2-amine).
Quote
From US Patent 2,723,268 (Attached as US2723268.Henecka.Phenylacetaldehyde.route):
Example 1
A solution of about 25 grams of cyclohexane-(1)-yl-ethylamine (0.20 mol) in 200 cubic centimeters of n-hydrochloric acid, which is diluted with water to 500 cubic centimeters, is added to a solution of 50 grams of p-methoxyphenylacetaldehyde sodium bisulfite addition product (0.197 mol) in 500 cubic centimeters of water. The mixture is heated on a water bath at 80' to 90'C., with stirring. The hydrogen ion concentration of the solution initially is about pH3 to pH4 but, as the condensation reaction proceeds, the pH value increases, for instance to about pH5 to pH6 after about one hour of heating, and at this point, about 20 cubic centimeters of n-hydrochloric acid are added, followed by an equal quantity of n-hydrochloric acid after about 5 hours heating and another equal quantity again after about 30 hours. In this manner, the hydrogen ion concentration of the solution is kept within the range of about pH3 to pH4. After heating for about 45 hours, the solution is cooled, decanted from a small amount of resinous by-product and clarified by shaking with ether, whereby the small remnant of acid-insoluble impurities is removed. Thereupon the base is set free by addition of potassium carbonate solution and immediately taken up with a large volume of ether, the ethereal solution is separated, washed with water and clarified by shaking with a saturated sodium chloride solution. The filtered ethereal solution is then partially evaporated, yielding 1-p-methoxybenzyl-10-hydroxy-decahydroisoquinoline, which precipitates as a fine white crystalline mass. The mixture is cooled, filtered off and the reaction product is washed with a little ether. After recrystallizing from ethyl acetate, about 10 to 15 grams of glittering, colorless needles having a melting point of 152'C are obtained.
Analysis:
Calculated: C 74.2%; H 9.08%; N 5.09%; OCH3 11.28%
Found: C 73.94%; H 9.17%; N 5.09%; OCH3 11.35%
By methylation of this product in the usual manner, for instance, by hydrogenation in methanol solution in the presence of 1.1 molds of formaldehyde solution (30%) and a Raney nickel catalyst, 1-p-methoxybenzyl-N-methyl-10-hydroxy-decahydroisoquinoline is obtained as a highly viscous, colorless oil which boils at 160' to 165'C under a pressure of 0.01 millimeters of mercury.
About 20 grams of this N-methyl compound, dissolved in 200 cubic centimeters of constant boiling aqueous hydrobromic acid (ca. 48% HBr), is heated at its boiling point for 6 hours. Thereafter, excess hydrobromic acid is distilled off under vacuum at 60'C, the remaining sirup is dissolved in a little methanol, diluted with water, the resultant 3-hydroxy-N-methylmorphinan is precipitated with ammonia, and the initially amorphous base is quickly taken up in a large volume of ether. By concentrating this ethereal solution, a sirup, mixed with crystals, is obtained which solidifies to a crystalline mass on boiling with a little methanol. After cooling, the mixture is filtered off and the crystalline product, 3-hydroxy-N-methylmorphinane, thus obtained is recrystallized from methanol. It melts at 251' to 253'C and the yield is 30 to 40% of theory.
By fractional crystallization of the mother liquors obtained in the production of 3-hydroxy-N-methylmorphinane as above described, the 3-hydroxy-N-methylmorphinane isomer epimeric at C14, and having a melting point of 198' to 200'C is obtained. It's methyl ether has a melting point of 97' to 99'C. The yields of this epimeric product equals that of the 3-hydroxy-N-methylmorphinane, having the melting point of 251'C., first recovered. The 3-hydroxy-N-methylmorphinane having the melting point of 251'C. corresponds sterically to the morphia alkaloids. It is more difficultly soluble in methanol than is the C14 epimer.
If the 3-hydroxy-N-methylmorphinane is reacted with phenyl-trimethylammonium hydroxide in methanol in accordance with the process described in German Patent 247,180 [NB I'd dearly love to read a translation of this patent & about this methylating agent], 3-methoxy-N-methylmorphinane is obtained in a nearly quantitive yield. The melting point of this product is 81' to 83'C. and the melting point of its hydrochloride is 245' to 247'C. By acetylation, for instance with acetic anhydride in pyridine, 3-hydroxy-N-methylmorphinane yields 3-acetoxy-N-methylmorphinane as an oily product having a boiling point of 145'C at a pressure of 0.01 millimeters of mercury.
For our purposes, p-methoxyphenylacetaldehyde is the Strecker Degradation product of Tyrosine and Phenethylamine is the decarboxylation product of Phenylalanine (NB Phenylacetaldehyde is the Strecker Degradation product of Phenylalanine, which would give N-methyl-Phenethylamine if reductively aminated with methylamine - The major chlorohydrin from Styrene if used to alkylate methylamine should give N-methylphenethan-1-ol-2-amine).
US2723268.Henecka.Phenylacetaldehyde.route.pdf
