Reaction #417923

Reaction equation

28

methyl 2-hydroxybenzoate

K2CO3

13

1-iodoundec-4Z-ene

→

yellow oil

Yield 90.0%

methyl 2-(undec-4Z-enyloxy)benzoate

Yield 90.0%

Solvents

DMF

Conditions

Workup

1. 1
   OtherAfter reaction for 8 hours at 90° C.
2. 2
   Concentrationthe reaction medium is concentrated
3. 3
   Washwashed with water

Procedure

88 mg of 28 (578 μmol) and 77 mg of K2CO3 (557 mmol) are added to 140 mg of 13 (500 μmol) in anhydrous DMF (2 mL). After reaction for 8 hours at 90° C., the reaction medium is concentrated, taken up in DCM and then washed with water. 137 mg of a yellow oil are obtained, and are chromatographed on silica gel in pentane/ethyl acetate (40/1). 100 mg of a yellow oil are isolated, i.e. a yield of 66%.

Source