4-heptylphenol

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

Procedure: The same method as step (6-1) of Example 6 was carried out with the exception of using 14629 g of p-heptyl phenol instead of 4-phenyl phenol, using 959 g of urea and carrying out the reaction for 17 hours. When a portion of the reaction liquid was removed and analyzed by liquid chromatography, the formation of (p-heptylphenyl) carbamate was confirmed. The yield was about 78% based on the charged amount of urea. the reaction for 17 hours When a portion of the reaction liquid was removed

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

Procedure: The same method as step (6-1) of Example 6 was carried out with the exception of using 8040 g of p-heptyl phenol instead of 4-phenyl phenol, using 378 g of urea and carrying out the reaction for 16 hours. When a portion of the reaction liquid was removed and analyzed by liquid chromatography, the formation of (p-pentylphenyl) carbamate was confirmed. The yield was about 90% based on the charged amount of urea. the reaction for 16 hours When a portion of the reaction liquid was removed

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

Procedure: The same method as step (6-1) of Example 6 was carried out with the exception of using 8040 g of p-heptyl phenol instead of 4-phenyl phenol, using 378 g of urea and carrying out the reaction for 16 hours. When a portion of the reaction liquid was removed and analyzed by liquid chromatography, the formation of (p-pentylphenyl) carbamate was confirmed. The yield was about 90% based on the charged amount of urea. the reaction for 16 hours When a portion of the reaction liquid was removed

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

Procedure: 1.63 g of dicyclohexylcarbodiimide in 2.5 ml of methylene chloride are added to a mixture of 1.78 g of 5-n-pentyl-5,6-dihydro-4-H-cyclopenta[b]thiophene-2-carboxylic acid (which can be prepared from 3-bromomethylthiophene by reaction with n-heptanecarboxylic acid and lithium diisopropylamide, subsequent cyclization via the corresponding acid chloride, reduction of the carbonyl group (for example Wolff-Kishner reduction), Friedel-Crafts acetylation and a haloform reaction), 0.098 g of 4-dimethylaminopyridine, 1.42 g of 4-n-heptylphenol and 12 ml of methylene chloride at 10°, with stirring. After the mixture has been stirred at room temperature for 15 hours, it is filtered with suction over silica gel and the solvent is evaporated off. Recrystallization from ethanol gives 4-n-heptylphenyl 5-n-pentyl-5,6-dihydro-4-H-cyclopenta[b]thiophene-2-carboxylate of m.p. 64° and c.p. 82°. After the mixture has been stirred at room temperature for 15 hours it is filtered with suction over silica gel the solvent is evaporated off Recrystallization from ethanol