Reaction mechanism of formation of salicylic acid with Phenol and carbon tetrachloride in basic medium?

With classic Reimer-Tiemann reaction a variation is also given in my lecture notes which use carbon tetrachloride instead of chloroform. But to me, it seems like it would be just a substitution reaction rather than Reimer-Tiemann which proceeds through carbene. Given slow hydrolysis of $$\ce{CCl4}$$ how such a substitution reaction could be useful, even if we use $$\ce{OH-}$$ ? Or is there something else going on here?

• You're right, as far as I know the $\ce{CCl4}$ reaction first occurs by the phenol (or phenoxide) acting as a nucleophile and substituting one of the chlorine atoms. The remaining three chlorine atoms are hydrolyzed and salicylic acid is formed
– TRC
Jul 12 '21 at 9:23
• Will not the hydroxide be better-attacking species than phenoxide due to steric factors, if so we should expect a phosgene type intermediate. Jul 12 '21 at 9:36
• That never occurred to me... I'm sorry, I'm not knowledgeable enough to provide a satisfying explanation.
– TRC
Jul 12 '21 at 9:50
• Are you asking about abnormal RT reaction? chemistry.stackexchange.com/questions/152344/… Jul 12 '21 at 10:57
• @NilayGhosh the A V Gaonkar paper just point to the original German paper. I doubt that mechanisms in CCl4 and CHCL3 are different. How will CCl4 form the carbene ? Jul 12 '21 at 11:21