Hydrochloric Acid → 5-Hydroxy-2-Methoxybenzaldehyde

HRID 1473897Notes

Reaction equation

HRID 1473897 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:8]([O:11]COC)=[CH:7][C:4]=1[CH:5]=[O:6].Cl>C1COCC1.O>[OH:11][C:8]1[CH:9]=[CH:10][C:3]([O:2][CH3:1])=[C:4]([CH:7]=1)[CH:5]=[O:6]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 23439987HCID 23439987, compound

Product 1

HCID 3583415-Hydroxy-2-Methoxybenzaldehyde

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 2-methoxy-5-(methoxymethoxy)benzaldehyde (10 g, 0.05 mol) in THF (100 mL) was added 3 N HCl (150 mL). The reaction was stirred at 50° C. for 30 min, cooled to rt, and diluted with water (100 mL). The mixture was neutralized to pH 7-8 and extracted with EtOAc (200 mL) three times. The organic layer was dried over Na2SO4 and concentrated to give 5-hydroxy-2-methoxybenzaldehyde.

Workup

  1. temperaturecooled to rt
  2. extractionextracted with EtOAc (200 mL) three times
  3. dry with materialThe organic layer was dried over Na2SO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-adb963c887bc4b059151ee10ff3d9a10
Source dataset
uspto-grants-2015_04
Patent number
US09018210B2

Reaction notes

Loading…