Hydrochloric Acid → HCID 68603774, compound

HRID 2189956Notes

Reaction equation

HRID 2189956 reaction equation
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=1[CH:7]=O.C(O)(=O)[CH2:14][C:15]([OH:17])=[O:16].N1CCCCC1.Cl>N1C=CC=CC=1.O>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=1[CH:7]=[CH:14][C:15]([OH:17])=[O:16]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 867Malonic AcidHCID 8082PiperidineHCID 108774852-(Methoxymethoxy)benzaldehyde

Product 1

HCID 68603774HCID 68603774, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1049PyridineSolvent

Procedure

To a solution of 2-methoxymethoxybenzaldehyde (15.0 g, 90.3 mmol) in pyridine (80 mL) were added malonic acid (18.8 g, 181 mmol) and piperidine (1.0 mL, 9.0 mmol) followed by heating to reflux for 6 hours. Water was added to the residue prepared by evaporation of the solvent therefrom in vacuo and the mixture was acidified with a diluted hydrochloric acid. The crystals separated out therefrom were filtered and washed with water to give the title compound (16.5 g, 88%).

Workup

  1. temperatureby heating
  2. temperatureto reflux for 6 hours
  3. customprepared by evaporation of the solvent
  4. customThe crystals separated out
  5. filtrationtherefrom were filtered
  6. washwashed with water

Sources & evidence

ORD record
ord-a92eed8fd15c453a88d37c822f438f71
Source dataset
uspto-grants-2012_12
Patent number
US08324261B2

Reaction notes

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