Reaction #417925

Reaction equation

32

methyl 4-hydroxybenzoate

K2CO3

13

1-iodoundec-4Z-ene

→

yellow oil

Yield 100.1%

methyl 4-(undec-4Z-enyloxy)benzoate

Yield 100.1%

Solvents

DMF

Conditions

Workup

1. 1
   OtherAfter reaction for 7 hours at 90° C.
2. 2
   Concentrationthe reaction medium is concentrated
3. 3
   Washwashed with water

Procedure

90 mg of 32 (590 μmol) and 81 mg of K2CO3 (590 μmol) are added to 150 mg of 13 (535 μmol) in anhydrous DMF (2 mL). After reaction for 7 hours at 90° C., the reaction medium is concentrated, taken up in DCM and then washed with water. 163 mg of a yellow oil are obtained, and are chromatographed on silica gel in pentane/ethyl acetate (80/1). 129 mg of the expected coupling product are isolated in the form of a yellow oil, i.e. a yield of 79%.

Source