Need Help with Alcohol Mechanism

[Josh138]

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On pg 7 of the 2nd TBR Orgo book. there is a page that shows conversion reactions of alkyl halides into alcohols. I had a question with one in particular:

secondary alkyl halide + 1)RCO2(-1 negative charge) 2) OH(-1 negative charge) leads to Secondary Alcohol + Br- + RCO2H.

Can anyone walk me through the mechanism? Thank you.

 

[gettheleadout]

Speculation:

Carboxylate oxygen anion undergoes nucleophilic attack on the alkyl halide, displacing the halide in an SN2 reaction. The hydroxide is added and base-catalyzed transesterification occurs, yielding the originally added carboxylate and the desired secondary alcohol.