octanoyl octanoate

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

Procedure: To a mixture of 100 mg (0.4 mmol) of 2-bromo-1-(3-chlorophenyl)ethanol, 10 mg of TOYOCHIMU LIP (available from Toyobo Co., Ltd.) and 100 mg (0.31 mmol) of n-caprylic anhydride or 61 mg (0.27 mmol) of vinyl laurate as an acylating agent was added isopropyl ether to make the total volume 1 ml. The reaction mixtures were respectively allowed to undergo reaction at a temperature of 27° C. for 30 hours. After the termination of the reaction, the reaction system was subjected to centrifugal filtration to remove the supernatant. To the reaction system was then added another batch of 2-bromo-1-(3-chlorophenyl)ethanol, the acylating agent and diisopropyl ether to make the total volume 1 ml. The same reaction was then repeated twice. The initial rate and total activity at the various steps are set forth in Table 5. The initial rate is represented relative to that at the 1st step as 100%. Activity=total amount of converted BH/enzyme weight. The reaction mixtures reaction at a temperature of 27° C. for 30 hours After the termination of the reaction the reaction system was subjected to centrifugal filtration to remove the supernatant To the reaction system was then added another batch of 2-bromo-1-(3-chlorophenyl)ethanol The same reaction

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

Procedure: Adapting the method of synthesis disclosed in D. Johnston, "Preparation of Hydroquinone Monoacetate," Chemistry & Industry 24:1000 (1982) (which is incorporated herein by reference), it is expected that resorcinol may be combined with about an equimolar amount of dioctanoic acid anhydride, and ethyl acetate solvent, a non-nucleophilic solvent, in the presence of 4-dimethylaminopyridine, a catalyst, and a base, such as triethylamine, at room temperature, to produce the desired 1 octanoyloxy-3-hydroxy benzene (resorcinol monooctanoate). the method of synthesis

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

Procedure: To a mixture of 100 mg (0.4 mmol) of 2-bromo-1-(3-chlorophenyl)ethanol, 10 mg of TOYOCHIMU LIP (available from Toyobo Co., Ltd.) and 100 mg (0.31 mmol) of n-caprylic anhydride or 61 mg (0.27 mmol) of vinyl laurate as an acylating agent was added isopropyl ether to make the total volume 1 ml. The reaction mixtures were respectively allowed to undergo reaction at a temperature of 27° C. for 30 hours. After the termination of the reaction, the reaction system was subjected to centrifugal filtration to remove the supernatant. To the reaction system was then added another batch of 2-bromo-1-(3-chlorophenyl)ethanol, the acylating agent and diisopropyl ether to make the total volume 1 ml. The same reaction was then repeated twice. The initial rate and total activity at the various steps are set forth in Table 5. The initial rate is represented relative to that at the 1st step as 100%. Activity=total amount of converted BH/enzyme weight. The reaction mixtures reaction at a temperature of 27° C. for 30 hours After the termination of the reaction the reaction system was subjected to centrifugal filtration to remove the supernatant To the reaction system was then added another batch of 2-bromo-1-(3-chlorophenyl)ethanol The same reaction

Conditions: temp:200.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A glass reactor of 500 ml. capacity and equipped with a mechanical stirrer, temperature control means and a Dean-Stark type condenser was employed. To the reactor were charged 43.5 g. (300 millimols) of octanoic acid and 0.74 g. (3 m mols) of Co(OAc)2.4H2O. About 7 ml. of heptane was also added to the reactor and the Dean-Stark tube was filled with heptane. The reaction mixture was stirred vigorously and heated to 200° C. and nitrogen was bubbled through the reaction mixture at the rate of 50 cc/minute. The reaction was allowed to proceed for 3 hours under these conditions during which about 1 ml of H2O was collected in the Dean-Stark tube. Infrared analysis of the reaction mixture at the end of the 3 hour reaction period showed bands characteristic of the anhydride at 1825 and 1760 cm-1. GLC analysis of the reaction mixture showed that about 12% of the octanoic acid was converted to its anhydride to give 18 m mols of octanoic acid anhydride. capacity and equipped with a mechanical stirrer To the reactor were charged 43.5 g nitrogen was bubbled through the reaction mixture at the rate of 50 cc/minute was collected in the Dean-Stark tube at the end of the 3 hour reaction period

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

Procedure: Adapting the method of synthesis disclosed in D. Johnston, "Preparation of Hydroquinone Monoacetate," Chemistry & Industry 24:1000 (1982) (which is incorporated herein by reference), it is expected that resorcinol may be combined with about an equimolar amount of dioctanoic acid anhydride, and ethyl acetate solvent, a non-nucleophilic solvent, in the presence of 4-dimethylaminopyridine, a catalyst, and a base, such as triethylamine, at room temperature, to produce the desired 1 octanoyloxy-3-hydroxy benzene (resorcinol monooctanoate). the method of synthesis

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

Procedure: To a mixture of 100 mg (0.4 mmol) of 2-bromo-1-(3-chlorophenyl)ethanol, 10 mg of TOYOCHIMU LIP (available from Toyobo Co., Ltd.) and 100 mg (0.31 mmol) of n-caprylic anhydride or 61 mg (0.27 mmol) of vinyl laurate as an acylating agent was added isopropyl ether to make the total volume 1 ml. The reaction mixtures were respectively allowed to undergo reaction at a temperature of 27° C. for 30 hours. After the termination of the reaction, the reaction system was subjected to centrifugal filtration to remove the supernatant. To the reaction system was then added another batch of 2-bromo-1-(3-chlorophenyl)ethanol, the acylating agent and diisopropyl ether to make the total volume 1 ml. The same reaction was then repeated twice. The initial rate and total activity at the various steps are set forth in Table 5. The initial rate is represented relative to that at the 1st step as 100%. Activity=total amount of converted BH/enzyme weight. The reaction mixtures reaction at a temperature of 27° C. for 30 hours After the termination of the reaction the reaction system was subjected to centrifugal filtration to remove the supernatant To the reaction system was then added another batch of 2-bromo-1-(3-chlorophenyl)ethanol The same reaction