0 Hits

  • Previous / Next

You are using Science Of Synthesis as a Guest.
Please login to access the full content or check if you have access via Variation 3: Carboxylation of Phenols by Carbon Tetrachloride

DOI: 10.1055/sos-SD-020-00506

Yoon, T. P.; Jacobsen, E. N.Science of Synthesis, (200720535.

Treatment of a phenol, such as 3, with carbon tetrachloride and copper powder under alkaline conditions results in the formation of hydroxy acids, e.g. 4 (Scheme 3).[‌13‌] The regioselectivity of this process is generally lower than that observed in the KolbeSchmitt reaction, although the use of a cyclodextrin catalyst (β-CD; Scheme 3) can improve the selectivity to provide very good yields of the para-isomer, e.g. 4-hydroxybenzoic acid (5).[‌14‌]

Meeeee 8 Meeeeeeeeeeee ee Meeeeee eeee Meeeee Meeeeeeeeeeee[‌88‌,‌88‌]

Meeeeeeeeeee Meeeeeeee

8-Meeeeee-8-eeeeeeeeeeeeee Meee (8):[‌88‌]

M eeeeeee ee 8-eeeeeeeeeeeee (8; 88e, 8.8eee), MMe8 (888e) (MMMMMMM: eeeee), 88% ee MeMM (888eM), eee Me eeeeee (8e) eee eeeeeee eee eeeeeeee eee 8e. Meeee eeeeeee ee ee, eee eeeeeee eee eeeeee eeee M8M eee eeeeeeeee eeee eeeee MMe. Mee eeeeeeeeeee eee eeeeeeeee ee eeeeeeeeee, eeeeeeeee ee eee MeMM8, eeeeeee eeee eeeeeeee, eee eeeeeeee eeeee. Mee eeeeeeee eee eeeeeeeee eeee MMe, eee eee eeeeeee eee eeeeeeee ee eeeeeeeeee eee eeeeeeeeeeeeee (M8M); eeeee: 88e (88%); ee 888888°M.