Reaction #417921

ord-9890ecb4270b40da85ebd4aab9882c47

Reaction equation

CCCCCCCCCCCOc1cccc(C(=O)O)c1
acid 22
CCCCCCCCCCCOc1cccc(C(=O)O)c1
3-(undecyloxy)benzoic acid
O=C(Cl)C(=O)Cl
oxalyl chloride
Cc1ccccc1
toluene
CCCCCCCCCCCOc1cccc(C(=O)Cl)c1
yellow oil
Yield 100.1%
CCCCCCCCCCCOc1cccc(C(=O)Cl)c1
3-(undecanyloxy)benzoyl chloride
Yield 100.1%

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Concentrationconcentrated

Procedure

1 mL of oxalyl chloride (11.5 mmol) and two drops of anhydrous DMF are added under argon to 93 mg of toluene-dried acid 22 (318 μmol) dissolved in 20 mL of anhydrous DCM. The medium is stirred at room temperature for two hours, and then concentrated to give 99 mg of a yellow oil, i.e. a yield of 99%.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08877684B2uspto-grants-2014_11