Reaction #2348114

ord-78310bfcd33c4c6886ab0ae18d9ccfda

Reaction equation

CCCCCC=CC(C)=O
3-nonen-2-one
O=C1C=CCCCCCCCCCCCC1
2-cyclopentadecenone
CCC(=O)OC(=O)CC
propionic anhydride
CC(=O)OC(C)=O
acetic anhydride
→
CCCCCC(C)C=C(C)OC(=O)CC
4-methyl-2-nonene-2-yl propionate
Yield 83.0%

Reactants

CCCCCC=CC(C)=O
3-nonen-2-one
—
Example 1 ( a )
O=C1C=CCCCCCCCCCCCC1
2-cyclopentadecenone
CCC(=O)OC(=O)CC
propionic anhydride
CC(=O)OC(C)=O
acetic anhydride

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

The same procedure as described in Example 1 (a) was carried out, except that 2-cyclopentadecenone and acetic anhydride were replaced with 3-nonen-2-one and propionic anhydride, respectively, to produce 4-methyl-2-nonene-2-yl propionate in 83% yield. E/Z=13/87.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07846701B2uspto-grants-2010_12