Reaction #75242

ord-5d33d1ed7ffe403b835219354963a2aa

Reaction equation

CCCCCC(C)(CCCC(CCCc1ccc(C(=O)OCC)cc1)(C(C)=O)C(=O)OCC)OC(C)=O
product
CCCCCC(C)(CCCC(CCCc1ccc(C(=O)OCC)cc1)(C(C)=O)C(=O)OCC)OC(C)=O
Ethyl 4-(4-Acetyl-4-ethoxycarbonyl-8-acetoxy-8-methyltridecyl)benzoate
CCCCCC(C=CCC(CCCc1ccc(C(=O)OCC)cc1)(C(C)=O)C(=O)OCC)OC(C)=O
ethyl 4-(4-acetyl-4-ethoxycarbonyl-8-acetoxytridec-6-en-1-yl)benzoate
→
CCCCCC(C)(O)CCCC(CCCc1ccc(C(=O)O)cc1)C(C)=O
4-(4-Acetyl-8-hydroxy-8-methyltridecyl)benzoic Acid

Reactants

CCCCCC(C)(CCCC(CCCc1ccc(C(=O)OCC)cc1)(C(C)=O)C(=O)OCC)OC(C)=O
product
CCCCCC(C)(CCCC(CCCc1ccc(C(=O)OCC)cc1)(C(C)=O)C(=O)OCC)OC(C)=O
Ethyl 4-(4-Acetyl-4-ethoxycarbonyl-8-acetoxy-8-methyltridecyl)benzoate
CCCCCC(C=CCC(CCCc1ccc(C(=O)OCC)cc1)(C(C)=O)C(=O)OCC)OC(C)=O
ethyl 4-(4-acetyl-4-ethoxycarbonyl-8-acetoxytridec-6-en-1-yl)benzoate

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherThis compound is prepared by the method
  2. 2
    OtherThe title compound is purified by column chromatography on silica gel with 4% methanol in chloroform as eluant
  3. 3
    Otheris obtained as a nearly colorless, viscous oil

Procedure

This compound is prepared by the method described in Example 3, Step C, except that an equivalent quantity of the product of Step B of the present example replaces ethyl 4-(4-acetyl-4-ethoxycarbonyl-8-acetoxytridec-6-en-1-yl)benzoate. The title compound is purified by column chromatography on silica gel with 4% methanol in chloroform as eluant and is obtained as a nearly colorless, viscous oil.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04175203uspto-grants-1979_11