Reaction #640548

Reaction equation

2-trimethylsilyloxy-1,3-cyclohexadiene

methyl tetrolate

→

methyl 2-methyl-4-trimethylsilyloxybenzoate

Yield 67.1%

Solvents

toluene

Conditions

Workup

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

Procedure

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