[4-(2-hydroxyethyl)phenyl] acetate

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: A 300 ml Fluitron autoclave (Hastelloy C) is charged with 69.5 g crude acetoxystyrene oxirane (86%; 0.335 mol), 200 ml ethanol and 1.6 g Pd/C (5% Pd on carbon; 47.8% H2O). After sealing, the stirrer is started, and the autoclave purged with nitrogen and hydrogen and then pressurized to 400 psig with hydrogen. The H2 pressure is kept constant during the one hour reaction period. The autoclave is vented and purged with N2. The reaction mixture is sucked out of the reactor (63.2 g ethanol rinse) and filtered (23.7 g ethanol rinse). the autoclave purged with nitrogen and hydrogen The H2 pressure is kept constant during the one hour reaction period purged with N2 The reaction mixture is sucked out of the reactor (63.2 g ethanol rinse) filtered (23.7 g ethanol rinse)

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

Procedure: A 300 ml Fluitron autoclave (Hastelloy C) is charged with 69.5 g crude acetoxystyrene oxirane (86%; 0.335 mol), 200 ml ethanol and 1.6 g Pd/C (5% Pd on carbon; 47.8% H2O). After sealing, the stirrer is started, and the autoclave purged with nitrogen and hydrogen and then pressurized to 400 psig with hydrogen. The H2 pressure is kept constant during the one hour reaction period. The autoclave is vented and purged with N2. The reaction mixture is sucked out of the reactor (63.2 g ethanol rinse) and filtered (23.7 g ethanol rinse). the autoclave purged with nitrogen and hydrogen The H2 pressure is kept constant during the one hour reaction period purged with N2 The reaction mixture is sucked out of the reactor (63.2 g ethanol rinse) filtered (23.7 g ethanol rinse)

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: 55 g (0.305 mole) 2-(4-methylcarbonyloxyphenyl)-1-ethanol and 34.4 g (0.341 mole) triethylamine in 300 ml dichloromethane were cooled on an ice bath. 38.5 g (0.336 mole) methanesulfonyl chloride was slowly added. The ice bath was removed and the mixture was stirred for 3 hours at room temperature. Water was added and the phases were separated. The organic phase was washed with saturated sodium hydrogen bicarbonate and brine, dried (magnesium sulfate), filtered and evaporated in vacuo to give 76.6 g (yield 97%) of 4-(methylcarbonyloxy)phenethyl methanesulfonate. The ice bath was removed Water was added the phases were separated The organic phase was washed with saturated sodium hydrogen bicarbonate and brine dried (magnesium sulfate) filtered evaporated in vacuo

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

Procedure: 5.6 g (0.1 mole) potassium hydroxide in 10 ml water was added to a cooled solution of 13.8 g (0.1 mole) p-hydroxyphenethyl alcohol in 50 ml tetrahydrofuran. 10.2 g (0.1 mole) acetic anhydride was slowly added under stirring. After 2 hours diethyl ether and water were added. The phases were separated and the organic phase was dried, filtered and evaporated in vacuo. The product contained 15% starting material and was therefore redissolved in diethyl ether and washed twice with dilute sodium carbonate. Drying, filtration and evaporation of solvents in vacuo gave 12 g (yield 67%) of 2-(4-methylcarbonyloxyphenyl)-1-ethanol which was used without further purification. The phases were separated the organic phase was dried filtered evaporated in vacuo was therefore redissolved in diethyl ether washed twice with dilute sodium carbonate Drying filtration and evaporation of solvents in vacuo

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

Procedure: A 300 ml Fluitron autoclave (Hastelloy C) is charged with 69.5 g crude acetoxystyrene oxirane (86%; 0.335 mol), 200 ml ethanol and 1.6 g Pd/C (5% Pd on carbon; 47.8% H2O). After sealing, the stirrer is started, and the autoclave purged with nitrogen and hydrogen and then pressurized to 400 psig with hydrogen. The H2 pressure is kept constant during the one hour reaction period. The autoclave is vented and purged with N2. The reaction mixture is sucked out of the reactor (63.2 g ethanol rinse) and filtered (23.7 g ethanol rinse). the autoclave purged with nitrogen and hydrogen The H2 pressure is kept constant during the one hour reaction period purged with N2 The reaction mixture is sucked out of the reactor (63.2 g ethanol rinse) filtered (23.7 g ethanol rinse)