8-(acyloxy)alkanal compound, process for preparing the same and process for preparing 2,9-diacetoxyundecane from the 8-(acyloxy)alkanal compound

A process for preparing 2,9-diacetoxyundecane of the following formula (4):

• the process comprising the steps of
• subjecting an 8-(acyloxy)alkanal compound of the following general formula (1):
• wherein n represents 0 or 1, and R1 represents a linear or branched alkyl group having 1 to 10 carbon atoms, a phenyl group, or a phenyl group in which one or more hydrogen atoms are substituted with a halogen atom,
• to a nucleophilic addition reaction with a nucleophilic reagent, alkyl compound, of the following general formula (2):
• CH3(CH2)(1−n)M1 (2)
• wherein M1 represents Li, MgZ1, CuZ1, or CuLiZ1, n represents 0 or 1, and Z1 represents a halogen atom, a methyl group, or an ethyl group,
• to form 2,9-undecanediol of the following formula (3):
• and subjecting the 2,9-undecanediol (3) to an acetylation reaction to form the aforesaid 2,9-diacetoxyundecane (4).

A process for preparing an 8-(acyloxy)alkanal compound of the following general formula (1):

• wherein n represents 0 or 1, and R1 represents a linear or branched alkyl group having 1 to 10 carbon atoms, a phenyl group, or a phenyl group in which one or more hydrogen atoms are substituted with a halogen atom,
• the process comprising the step of
• subjecting a dialkoxyacyloxyalkane compound of the following general formula (5):
• wherein n represents 0 or 1, R1 is as defined above, and R3 and R4 represent, independently of each other, a monovalent hydrocarbon group having 1 to 15 carbon atoms;
• or R3 and R4 form together a divalent hydrocarbon group, R3—R4, having 2 to 10 carbon atoms,
• to a hydrolysis reaction to form the aforesaid 8-(acyloxy)alkanal compound (1).