Reaction #1869149

ord-f4736c1983ad4437920881e9356b17a0

Reaction equation

C=CCCCCCCCCC(=O)O
10-undecenoic acid
O=C(Cl)C(=O)Cl
(COCl)2
C=CCCCCCCCCC(=O)Cl
10-undecenoyl chloride
Yield 100.0%

Reagents

None

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherThe solvent was removed under reduced pressure

Procedure

To a stirred solution of 10-undecenoic acid (5.055 mL, 25 mmol) in CH2Cl2 (50 mL) was slowly added (COCl)2 (4.364 mL, 50 mmol). The mixture was stirred at room temperature overnight. The solvent was removed under reduced pressure to give 10-undecenoyl chloride (25 mmol). The product was used for the next reaction without further purification. 1H NMR (500 MHz, CDCl3) δ 1.29-1.48 (m, 10H), 1.71 (m, 2H), 2.05 (m, 2H), 2.88 (t, J=7 Hz, 2H), 4.98 (m, 2H), 5.80 (m, 1H).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07498292B2uspto-grants-2009_03