Reaktion #417923

ord-a5000d5875934389b6e4667f7438b2d9

Reaktionsgleichung

COC(=O)c1ccccc1O
28
COC(=O)c1ccccc1O
methyl 2-hydroxybenzoate
O=C([O-])[O-].[K+].[K+]
K2CO3
CCCCCC/C=C\CCCI
13
CCCCCC/C=C\CCCI
1-iodoundec-4Z-ene
CCCCCC/C=C\CCCOc1ccccc1C(=O)OC
yellow oil
Ausbeute 90.0%
CCCCCC/C=C\CCCOc1ccccc1C(=O)OC
methyl 2-(undec-4Z-enyloxy)benzoate
Ausbeute 90.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeAfter reaction for 8 hours at 90° C.
  2. 2
    Einengenthe reaction medium is concentrated
  3. 3
    Waschenwashed with water

Vorschrift

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%.

Quelle

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