3-ethyloxan-2-one

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

Procedure: A solution of 30.0 g (0.234 mmol) of 2-ethylvalerolactone in 150 mL of dry methanol and 0.5 mL of conc. sulfuric acid was stored under argon for 17 h at 20° C. Then 10.0 g of potassium carbonate was added and the mixture stirred for 20 min. After filtration, and concentration at 40° C. under vacuum, the residue was dissolved in 100 mL of ether. The solution was washed with 200 mL of satd. sodium carbonate, 100 mL of satd. brine, dried over MgSO4, filtered, concentrated and the residue distilled to give 32.1 g (86%) of methyl 2-ethyl-5-hydroxyvalerate, bp 58°-60° C. (0.5 mm Hg). After filtration, and concentration at 40° C. under vacuum the residue was dissolved in 100 mL of ether The solution was washed with 200 mL of satd brine, dried over MgSO4 filtered concentrated the residue distilled

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

Procedure: A solution of 30.0 g (0.234 mmol) of 2-ethylvalerolactone in 150 mL of dry methanol and 0.5 mL of conc. sulfuric acid was stored under argon for 17 h at 20° C. Then 10.0 g of potassium carbonate was added and the mixture stirred for 20 min. After filtration, and concentration at 40° C. under vacuum, the residue was dissolved in 100 mL of ether. The solution was washed with 200 mL of satd. sodium carbonate, 100 mL of satd. brine, dried over MgSO4, filtered, concentrated and the residue distilled to give 32.1 g (86%) of methyl 2-ethyl-5-hydroxyvalerate, bp 58°-60° C. (0.5 mm Hg). After filtration, and concentration at 40° C. under vacuum the residue was dissolved in 100 mL of ether The solution was washed with 200 mL of satd brine, dried over MgSO4 filtered concentrated the residue distilled

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

Procedure: A solution of 30.0 g (0.234 mmol) of 2-ethylvalerolactone in 150 mL of dry methanol and 0.5 mL of conc. sulfuric acid was stored under argon for 17 h at 20° C. Then 10.0 g of potassium carbonate was added and the mixture stirred for 20 min. After filtration, and concentration at 40° C. under vacuum, the residue was dissolved in 100 mL of ether. The solution was washed with 200 mL of satd. sodium carbonate, 100 mL of satd. brine, dried over MgSO4, filtered, concentrated and the residue distilled to give 32.1 g (86%) of methyl 2-ethyl-5-hydroxyvalerate, bp 58°-60° C. (0.5 mm Hg). After filtration, and concentration at 40° C. under vacuum the residue was dissolved in 100 mL of ether The solution was washed with 200 mL of satd brine, dried over MgSO4 filtered concentrated the residue distilled

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

Procedure: 0.48 g. (2.0 mmoles) of 5-bromo-tryptamine and 0.30 g. (2.3 mmoles) of 2-ethyl-pentanolide are dissolved in 5 ml. of abs. xylene, and the solution is refluxed for 4 hours. The reaction mixture is evaporated in vacuo, the residue is triturated twice with 3 ml. each of petroleum ether, thereafter it is dried in a desiccator. 0.59 g. (80%) of N-(α-ethyl-δ-hydroxyl-valeroyl)-5-bromo-tryptamine are obtained. The reaction mixture is evaporated in vacuo the residue is triturated twice with 3 ml each of petroleum ether, thereafter it is dried in a desiccator

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

Procedure: 0.48 g. (2.0 mmoles) of 5-bromo-tryptamine and 0.30 g. (2.3 mmoles) of 2-ethyl-pentanolide are dissolved in 5 ml. of abs. xylene, and the solution is refluxed for 4 hours. The reaction mixture is evaporated in vacuo, the residue is triturated twice with 3 ml. each of petroleum ether, thereafter it is dried in a desiccator. 0.59 g. (80%) of N-(α-ethyl-δ-hydroxyl-valeroyl)-5-bromo-tryptamine are obtained. The reaction mixture is evaporated in vacuo the residue is triturated twice with 3 ml each of petroleum ether, thereafter it is dried in a desiccator

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

Procedure: A solution of 30.0 g (0.234 mmol) of 2-ethylvalerolactone in 150 mL of dry methanol and 0.5 mL of conc. sulfuric acid was stored under argon for 17 h at 20° C. Then 10.0 g of potassium carbonate was added and the mixture stirred for 20 min. After filtration, and concentration at 40° C. under vacuum, the residue was dissolved in 100 mL of ether. The solution was washed with 200 mL of satd. sodium carbonate, 100 mL of satd. brine, dried over MgSO4, filtered, concentrated and the residue distilled to give 32.1 g (86%) of methyl 2-ethyl-5-hydroxyvalerate, bp 58°-60° C. (0.5 mm Hg). After filtration, and concentration at 40° C. under vacuum the residue was dissolved in 100 mL of ether The solution was washed with 200 mL of satd brine, dried over MgSO4 filtered concentrated the residue distilled

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

Procedure: 0.48 g. (2.0 mmoles) of 5-bromo-tryptamine and 0.30 g. (2.3 mmoles) of 2-ethyl-pentanolide are dissolved in 5 ml. of abs. xylene, and the solution is refluxed for 4 hours. The reaction mixture is evaporated in vacuo, the residue is triturated twice with 3 ml. each of petroleum ether, thereafter it is dried in a desiccator. 0.59 g. (80%) of N-(α-ethyl-δ-hydroxy-valeroyl)-5-bromo-tryptamine are obtained. The reaction mixture is evaporated in vacuo the residue is triturated twice with 3 ml each of petroleum ether, thereafter it is dried in a desiccator

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

Procedure: 0.48 g. (2.0 mmoles) of 5-bromo-tryptamine and 0.30 g. (2.3 mmoles) of 2-ethyl-pentanolide are dissolved in 5 ml. of abs. xylene, and the solution is refluxed for 4 hours. The reaction mixture is evaporated in vacuo, the residue is triturated twice with 3 ml. each of petroleum ether, thereafter it is dried in a desiccator. 0.59 g. (80%) of N-(α-ethyl-δ-hydroxy-valeroyl)-5-bromo-tryptamine are obtained. The reaction mixture is evaporated in vacuo the residue is triturated twice with 3 ml each of petroleum ether, thereafter it is dried in a desiccator

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

Procedure: A solution of 30.0 g (0.234 mmol) of 2-ethylvalerolactone in 150 mL of dry methanol and 0.5 mL of conc. sulfuric acid was stored under argon for 17 h at 20° C. Then 10.0 g of potassium carbonate was added and the mixture stirred for 20 min. After filtration, and concentration at 40° C. under vacuum, the residue was dissolved in 100 mL of ether. The solution was washed with 200 mL of satd. sodium carbonate, 100 mL of satd. brine, dried over MgSO4, filtered, concentrated and the residue distilled to give 32.1 g (86%) of methyl 2-ethyl-5-hydroxyvalerate, bp 58°-60° C. (0.5 mm Hg). After filtration, and concentration at 40° C. under vacuum the residue was dissolved in 100 mL of ether The solution was washed with 200 mL of satd brine, dried over MgSO4 filtered concentrated the residue distilled