hexanoic acid

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:

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

Procedure: In a manner similar to that set forth in A, but substituting for acetic anhydride, the anhydrides or halides of propionic, butanoic, pentanoic, or hexanoic acid, the corresponding manoalide δ-lactone propionate, butanoate, pentanoate, and hexanoate are prepared.

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

Procedure: 144 parts by mass of the obtained caproic acid were added to 1,000 parts by mass of 84% sulfuric acid and an equivalent amount of N-chlorodiisopropylamine and were reacted for 5 hours at 25° C. to obtain 173 parts by mass of 5-chlorocaproic acid.

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

Procedure: 135 parts by mass of the caproic acid were added to 1,000 parts by mass of 84% sulfuric acid and an equivalent amount of N-chlorodiisopropylamine and were reacted for 5 hours at 25° C. to obtain 163 parts by mass of 5-chlorocaproic acid.

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

Procedure: 155 parts by mass of the caproic acid and an equivalent amount of N-chlorodiisopropylamine were added to 1,000 parts by mass of 84% sulfuric acid and were reacted for 5 hours at 25° C. to obtain 187 parts by mass of 5-chlorocaproic acid. 187 parts by mass of the 5-chlorocaproic acid were boiled with an aqueous solution of an equivalent amount of sodium hydroxide to obtain 136 parts by mass of δ-caprolactone. were reacted for 5 hours at 25° C.

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

Procedure: 147 parts by mass of the obtained caproic acid and an equivalent amount of N-chlorodiisopropylamine were added to 1,000 parts by mass of 84% sulfuric acid and were reacted for 5 hours at 25° C. to obtain 177 parts by mass of 5-chlorocaproic acid. Then 177 parts by mass of the 5-chlorocaproic acid were boiled with an aqueous solution of an equivalent amount of sodium hydroxide to obtain 129 parts by mass of δ-caprolactone. The 13C-NMR (100 MHz, CDCl3) of the synthesized δ-caprolactone was measured to obtain the following δvalues: 19.90 ppm, 20.88 ppm, 34.27 ppm, 35.31 ppm, 70.44 ppm and 172.84 ppm. were reacted for 5 hours at 25° C.

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

Procedure: 155 parts by mass of the caproic acid and an equivalent amount of N-chlorodiisopropylamine were added to 1,000 parts by mass of 84% sulfuric acid and were reacted for 6 hours at 25° C. to obtain 187 parts by mass of 5-chlorocaproic acid. 187 parts by mass of the 5-chlorocaproic acid were boiled with an aqueous solution of an equivalent amount of sodium hydroxide to obtain 136 parts by mass of δ-caprolactone. were reacted for 6 hours at 25° C.