2-Isopropylfuran

Definition

Synthesis Reference(s)

Synthesis

110-00-9

1068-55-9

10599-59-4

The general procedure for the synthesis of 2-isopropylfuran from furan and isopropylmagnesium chloride was carried out as follows: the cross-coupling reaction of Grignard reagent with heterocyclic compounds (e.g., furan and dioxane) was used. This was done as follows: an aliquot of an ether solution of catalyst 1 (0.5 mg, 0.87 μmol) was added to the reaction system using a gas-tight syringe. An ether solution of phenylmagnesium chloride (0.92 mmol) followed by dibromoethane (90 μL, 1.04 mmol) was added to a 5 mL round-bottomed flask under argon protection and the reaction was stirred at room temperature. During the reaction, samples were collected at regular intervals for analysis. Upon completion of the reaction, the excess of Grignard reagent was quenched using methanol and the reaction product was quantified by GC-MS using 2-methyltetrahydrofuran as an internal standard. The product yields were expressed in terms of the number of conversions (TON: moles of product formed per mole of catalyst) and the frequency of conversions (TOF: moles of product formed per mole of catalyst per unit time). For large-scale synthesis, post-processing and product separation were performed as described above.

References