2,5-MeO-PhCOMe, PhCH2COOH, -CHO & - CH2OH

[Rhodium]

This is largely a post made by PolytheneSam, with minor edits by me and addition of the Chem Ber article /Rhodium

Synthesis of alliodorin dimethyl ether

Indian Journal of Chemistry, Section B, 15B(11), 988-90 (1977)

(https://www.thevespiary.org/rhodium/Rhodium/djvu/alliodorin.djvu)

Abstract

Alliodorin di-Me ether (I) was prepd. in 10 steps from 2,5-(MeO)2C6H3COMe via Willgerodt reaction, redn., oxidn., Grignard reaction, Claisen rearrangement, Wittig reaction, etc. Preparation of 2,5 dimethoxy phenylacetic acid, 2,5 dimethoxy phenylacetaldehyde and 2,5 dimethoxy phenyl ethanol.

Note on page 989 under Experimental Procedure:

2,5-Dimethoxyacetophenone (II) -- It was prepared from dimethoxybenzene and acetyl chloride in the presence of anhyd. aluminium chloride according to the procedure described in literature⁵

Reference 5 is

Chem Ber 38, 789 (1905)

(https://www.thevespiary.org/rhodium/Rhodium/25-dimethoxyacetophenone.pdf)

Could you use chloroacetone in place of acetyl chloride to get 2,5-DimethoxyP2P?  There seems to be a contradiction here

Post 346121

(Vibrating_Lights: "AlCl3 and Md compounds", Chemistry Discourse)

See also

Post 255616 (missing)

(PolytheneSam: "Re: Substituted P2P's:  Would this work?", Novel Discourse)

Post 255661 (missing)

(PolytheneSam: "Re: Substituted P2P's:  Would this work?", Novel Discourse)