The logarithm of the partition coefficient (log ) between water and a nonpolar solvent is useful for characterizing a small molecule's hydrophobicity. For example, the water-octanol log  is often used as a predictor of a drugs lipophilicity and/or membrane permeability, good indicators of its bioavailability. Existing computational predictors of water-octanol log  are generally very accurate due to the wealth of experimental measurements, but may be less so for other non-polar solvents such as toluene. In this work, we participate in a Statistical Assessment of the Modeling of Proteins and Ligands (SAMPL) log  challenge to examine the accuracy of a molecular simulation-based absolute free energy approach to predict water-toluene log  in a blind test for sixteen drug-like compounds with acid-base properties. Our simulation workflow used the OpenFF 2.0.0 force field, and an expanded ensemble (EE) method for free energy estimation, which enables efficient parallelization over multiple distributed computing clients for enhanced sampling. The EE method uses Wang-Landau flat-histogram sampling to estimate the free energy of decoupling in each solvent, and can be performed in a single simulation. Our protocol also includes a step to optimize the schedule of alchemical intermediates in each decoupling. The results show that our EE workflow is able to accurately predict free energies of transfer, achieving an RMSD of 2.26 kcal mol (1.65 log  units), and of 0.80. An examination of outliers suggests that improved force field parameters could achieve better accuracy. Overall, our results suggest that expanded ensemble free energy calculations provide reasonably accurate log  prediction for a general-purpose force field.