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

HRID 992819Notes

Reaction equation

HRID 992819 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 in a mixture of 17 g of 5% strength hydrochloric acid, 2 g of a 37% strength solution of formaldehyde, 15 ml of water and 30 ml of tetrahydrofuran at 65° C. for 32 hours. During this time, a further 3.5 g of a 37% strength solution of formaldehyde are added in portions of 0.5 g. The mixture is subsequently 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-5b63a8ffecb34f2786dfc3d8411425aa
Source dataset
uspto-grants-2002_10
Patent number
US06469176B1

Reaction notes

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