Oxalyl chloride → HCID 15895036, compound

Participants

Reaction Steps

The tide compound was prepared according to the procedure in Example 5, step 2 using 3-cyclopentyl-p-anisic acid (3.50 g, 15.9 mmol, RN-59216-82-9), oxalyl chloride (1.52 mL, 17.5 mmol), N,N-dimethylformamide (2 drops) tin(I) chloride (2.04 mL, 17.5 mmol) and 2-(4-bromobenzyl)-4,5-dimethylthiophene (4.46 g, 15.9 mmol). Purification on silica gel eluting 5% EtOAc/pet. ether gave 4.05 g (53%) of the title compound as yellow oil. (DMSO-d6) δ1.43-1.47 (m, 2 H), 1.61-1.75 (m, 4 H), 1.81 (s, 3 H), 1.91-1.99 (m, 2 H), 2.28 (s, 3 H), 3.24 (quintet, 1 H), 3.84 (s,2 H), 3.88 (s, 3 H), 7.02 (d, 2 H), 7.06 (d, 1 H), 7.40 (d, 2 H), 7.52 (dd, 1 H), 7.57 (1 H).

Provenance & Evidence