Hydrochloric Acid → HCID 18950753, compound

HRID 1492570Notes

Reaction equation

HRID 1492570 reaction equation
C[O:2][CH:3](OC)[C:4]1[CH:9]=[CH:8][C:7]([CH:10]([C:14]2[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=2)[CH2:11][CH2:12][OH:13])=[CH:6][CH:5]=1.Cl>CO>[OH:13][CH2:12][CH2:11][CH:10]([C:7]1[CH:6]=[CH:5][C:4]([CH:3]=[O:2])=[CH:9][CH:8]=1)[C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18950669HCID 18950669, compound

Product 1

HCID 18950753HCID 18950753, compoundYield 100.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-[3-Hydroxy-1-(3-pyridyl)propyl]benzaldehyde dimethyl acetal (0.51 g) was dissolved in 10 ml of methanol, followed by addition of 5 ml of 6N hydrogen chloride, and stirred for 20 hours. The solvent was distilled off under reduced pressure, followed by neutralization with aqueous 2N sodium hydroxide solution, which was then extracted with methylene chloride. The organic phase was washed in saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure, to obtain 0.43 g of 4-[3-hydroxy-1-(3-pyridyl)propyl]benzaldehyde.

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. extractionwas then extracted with methylene chloride
  3. washThe organic phase was washed in saturated aqueous sodium chloride solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-aba6a1ec18d74acaa4e637dbee7d6168
Source dataset
uspto-grants-1994_12
Patent number
US05374641

Reaction notes

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