Réaction #640548

ord-c465891fea6645e8bb7ccce6877c580f

Équation de réaction

C[Si](C)(C)OC1=CCCC=C1
2-trimethylsilyloxy-1,3-cyclohexadiene
CC#CC(=O)OC
methyl tetrolate
COC(=O)c1ccc(O[Si](C)(C)C)cc1C
methyl 2-methyl-4-trimethylsilyloxybenzoate
Rendement 67.1%

Solvants

Conditions de réaction

Température
150°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreA 50 mL round bottom flask equipped with magnetic stir bar and condenser
  2. 2
    ConcentrationThe raction was concentrated in vacuo

Mode opératoire

A 50 mL round bottom flask equipped with magnetic stir bar and condenser was charged with 6.0 g of 2-trimethylsilyloxy-1,3-cyclohexadiene, 3.5 g methyl tetrolate in 3 mL dry toluene. The reaction was heated to 150° C. for 50 hours at which point 1H-NMR indicated no starting diene. The raction was concentrated in vacuo to provide 5.7 g (67%) methyl 2-methyl-4-trimethylsilyloxybenzoate.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: USRE042889E1uspto-grants-2011_11