Hydrochloric Acid → 3-Bromo-2-methyl-6-methylsulfonylbenzaldehyde

HRID 1061108Notes

Reaction equation

HRID 1061108 reaction equation
[Br:1][C:2]1[C:3]([CH3:15])=[C:4]([C:8]([S:11]([CH3:14])(=[O:13])=[O:12])=[CH:9][CH:10]=1)[CH:5]=NO.Cl.C=[O:18].O>O1CCCC1>[Br:1][C:2]1[C:3]([CH3:15])=[C:4]([C:8]([S:11]([CH3:14])(=[O:13])=[O:12])=[CH:9][CH:10]=1)[CH:5]=[O:18]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 712Formaldehyde2×HCID 962WaterHCID 734619443-Bromo-2-methyl-6-methylsulfonylbenzaldoxime

Product 1

HCID 187572773-Bromo-2-methyl-6-methylsulfonylbenzaldehyde

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

7.1 g of 3-bromo-2-methyl-6-methylsulfonylbenzaldoxime (23 mmol) are stirred at 65° C. in a mixture of 17 g of 5% strength hydrochloric acid, 2 g of 37% strength formaldehyde solution, 15 ml of water and 30 ml of tetrahydrofuran for 32 hours. During this time, a further 3.5 g of 37% strength formaldehyde solution are added in portions of 0.5 g. The mixture is then cooled to room temperature and the product is filtered off with suction.

Workup

  1. filtrationthe product is filtered off with suction

Sources & evidence

ORD record
ord-6f8ba90094b94a2581522aa4f016d3d4
Source dataset
uspto-grants-2003_02
Patent number
US06525204B1

Reaction notes

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