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

HRID 1645478Notes

Reaction equation

HRID 1645478 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-ebda148c78e54b8ea52a75a8698eb9f7
Source dataset
uspto-grants-2012_02
Patent number
US08124810B2

Reaction notes

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