Magnesium peroxide (Mg(O2)) → 2-Chloro-3-methylbenzaldehyde

HRID 1288453Notes

Reaction equation

HRID 1288453 reaction equation
[Cl:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].B#B.ClC1C(C)=CC=CC=1CO.[O-][O-].[Mg+2]>O1CCCC1.C(Cl)Cl>[Cl:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[CH:4]=[O:5]

Participants

7

Reactant 4

HCID 61745Magnesium peroxide (Mg(O2))HCID 1398792-Chloro-3-methylbenzoic acidHCID 6328200DiboronHCID 14534589(2-Chloro-3-methylphenyl)methanol

Product 1

HCID 144927792-Chloro-3-methylbenzaldehyde

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

2-Chloro-3-methylbenzoic acid was reduced by treating with diborane in tetrahydrofuran and the resulting 2-chloro-3-methylbenzyl alcohol was oxidized with activated magnesium dioxide in methylene chloride to give 2-chloro-3-methylbenzaldehyde.

Sources & evidence

ORD record
ord-962fd9446dc147cc85f6e9448e87506b
Source dataset
uspto-grants-1976_10
Patent number
US03988339

Reaction notes

Loading…