Phthalic Acid → HCID 12362163, compound

Participants

Reaction Steps

The autoclave is charged with 50.0 g. of allyl alcohol (861 mmol.), 111.7 g. of isobutanol (1.50 mol.). 0.202 g. of hexarhodium hexadecacarbonyl (0.189 mmol.. 1.14 meq. Rh), 9.6 of triphenylphosphine (36.6 mmol.) and 2.86 g. of phthalic acid (17.2 mmol.), then heated at 125° C. under replenished 800-1200 psi 1:1 H2 /CO for one hour. Quantitative glpc analysis of the product mixture shows the presence of 61.0 g. 2-isobutoxytetrahydrofuran (49% yield) identified based on ir, nmr. and mass spectra which are in complete accord with the assignment. Another product present in relatively minor amount is isolated and identified as 3-(α-tetrahydrofuranyloxy)-2-methyl-propionaldehyde on the basis of its i r spectrum.

Provenance & Evidence