2-(5-Methoxy-2-methylphenyl)-[1,3]dioxolane → 5-Methoxy-2-methylbenzaldehyde

HRID 1383380Notes

Reaction equation

HRID 1383380 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[CH:10]1OCC[O:11]1>C1COCC1.Cl>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[CH:10]=[O:11]

Participants

4

Reactant 1

HCID 221712332-(5-Methoxy-2-methylphenyl)-[1,3]dioxolane

Product 1

HCID 123475665-Methoxy-2-methylbenzaldehydeYield 91.1%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2-(2-methyl-5-methoxyphenyl)-1,3-dioxolane (4.2 g; 21.6 mmol; from step (ii) above) in a mixture of THF (60 mL) and HCl/aq (5%; 30 mL) was stirred overnight at room temperature. The solution was concentrated, and the mixture was extracted with ether. The organic phase was dried (Na2SO4) and concentrated yielding 2.956 g (91%) of a dark brown liquid.

Workup

  1. concentrationThe solution was concentrated
  2. extractionthe mixture was extracted with ether
  3. dry with materialThe organic phase was dried (Na2SO4)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-a2bab17f3e204112965bc008725d1734
Source dataset
uspto-grants-2001_07
Patent number
US06255301B1

Reaction notes

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