Hydrochloric Acid → HCID 18938965, compound

HRID 356638Notes

Reaction equation

HRID 356638 reaction equation
[CH3:1][N:2]([C:7]1[CH:8]=[CH:9][C:10]([O:18][CH3:19])=[C:11]([CH:13]2OCC[O:14]2)[CH:12]=1)[S:3]([CH3:6])(=[O:5])=[O:4].Cl>CC(C)=O>[CH3:1][N:2]([C:7]1[CH:12]=[C:11]([CH:13]=[O:14])[C:10]([O:18][CH3:19])=[CH:9][CH:8]=1)[S:3]([CH3:6])(=[O:4])=[O:5]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18938975HCID 18938975, compound

Product 1

HCID 18938965HCID 18938965, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 2-[5-(N-methyl-N-methylsulfonylamino)-2-methoxyphenyl]-1,3-dioxolane (4.0 g, 13.9 mmol) in 1N-HCl (4 ml)/acetone (80 ml) was stirred at room temperature for 2 hr. After removal of the solvent, water was added to the residue and the mixture was extracted with CH2Cl2. The extract was washed with brine, dried over MgSO4 and evaporated in vacuo to give crude 5-(N-5-methyl-N-methylsulfonylamino)-o-anisaldehyde (4.0 g, 118%). The resulted crude compound was recrystallized from ethyl acetate/hexane to give 5-(N-methyl-N-methylsulfonylamino)-o-anisaldehyde (2.64. g, 81%).

Workup

  1. customAfter removal of the solvent, water
  2. additionwas added to the residue
  3. extractionthe mixture was extracted with CH2Cl2
  4. washThe extract was washed with brine
  5. dry with materialdried over MgSO4
  6. customevaporated in vacuo
  7. customto give crude 5-(N-5-methyl-N-methylsulfonylamino)-o-anisaldehyde (4.0 g, 118%)
  8. customThe resulted crude compound
  9. customwas recrystallized from ethyl acetate/hexane

Sources & evidence

ORD record
ord-fb21b3430d7c4fbba0bdb9bad2725ead
Source dataset
uspto-grants-1998_11
Patent number
US05837711

Reaction notes

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