Hydrochloric Acid → 4-(dimethylamino)-2-hydroxybenzaldehyde

HRID 329206Notes

Reaction equation

HRID 329206 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([N:8]([CH3:10])[CH3:9])[CH:5]=[CH:4][C:3]=1[CH:11]1N(C2C=CC=CC=2)CCN1C1C=CC=CC=1.Cl.[OH2:29]>C(O)C>[OH:1][C:2]1[CH:7]=[C:6]([N:8]([CH3:10])[CH3:9])[CH:5]=[CH:4][C:3]=1[CH:11]=[O:29]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 12265340HCID 12265340, compound

Product 1

HCID 98153054-(dimethylamino)-2-hydroxybenzaldehyde

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The reaction product (XV) obtained in accordance with Example 16 is suspended in warm ethanol. A clear solution is formed, following the addition of 5 ml of 5% aqueous hydrochloric acid. 10 ml of water are added and the aqueous solution is extracted by repeated shaking with 10 ml batches of chloroform. After the chloroform has been distilled off in vacuo from the combined chloroform extracts, 2-hydroxy-4-dimethylaminobenzaldehyde (XVI) is obtained in the form of pale yellow needles, melting at 77° to 78° C.

Workup

  1. customA clear solution is formed
  2. extractionthe aqueous solution is extracted
  3. distillationAfter the chloroform has been distilled off in vacuo from the combined chloroform

Sources & evidence

ORD record
ord-2d017c238cd14073a1c6107aa6c5a48d
Source dataset
uspto-grants-1977_04
Patent number
US04020084

Reaction notes

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