Tolylboronic acid → 1-[2-(4-Methylphenyl)cyclopenten-1-yl]-4-(methylthio)benzene

Participants

Reaction Steps

Following the synthetic procedure outlined in Step 3 of Example 1, 250 mg (0.93 mmol) of 1-(2-bromocyclopenten-1-yl)-4-(methylthio)benzene (Example 1, Step 2) was reacted with 260 mg (1.9 mmol) of 4-methylphenylboronic acid (Lancaster) . Purification by silica gel chromatography (MPLC) with hexane gave 240 mg (92%) of 1-[2-(4-methyl phenyl)cyclopenten-1-yl]-4-(methylthio)benzene as a colorless solid: mp 64.5°-66.5° C.; NMR (CDCl3) d 2.03 (m, J=7 Hz, 2H), 2.30 (s, 3H), 2.45 (s, 3H), 2.86 (t, J=7 Hz, 4H) , 6.99-7.15 (m, 8H) . Step 2: Preparation of 1-[2-(4-Methylphenyl)Cyclopenten-1-yl]-4-(Methylsulfonyl)Benzene

Provenance & Evidence