Hydrochloric Acid → 3-(Dimethylamino)-4-hydroxybenzaldehyde

HRID 1032945Notes

Reaction equation

HRID 1032945 reaction equation
C1O[CH:4]([C:5]2[CH:10]=[CH:9][C:8]([OH:11])=[C:7]([N:12]([CH3:14])[CH3:13])[CH:6]=2)[O:3]C1.Cl.C(=O)([O-])O.[Na+]>O1CCCC1>[CH3:13][N:12]([CH3:14])[C:7]1[CH:6]=[C:5]([CH:10]=[CH:9][C:8]=1[OH:11])[CH:4]=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 19026994HCID 19026994, compound

Product 1

HCID 190269823-(Dimethylamino)-4-hydroxybenzaldehyde

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Procedure

A solution of the compound (2) (1.20 g, 5.74 mmol) obtained above in tetrahydrofuran (25 ml) and 1N hydrochloric acid (15 ml) was stirred at 80° C. for 2 hours. After being cooled, the mixture was slowly poured into a saturated aqueous solution of sodium hydrogencarbonate and extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous magnesium sulfate. The solution was concentrated and used for the next reaction without purification.

Workup

  1. temperatureAfter being cooled
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationThe solution was concentrated
  6. customused for the next reaction without purification

Sources & evidence

ORD record
ord-ad03eb6decf7450baff724aa413d18c7
Source dataset
uspto-grants-1994_05
Patent number
US05308840

Reaction notes

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