2-Phthalimidoacetaldehyde Diethyl Acetal → Phthalylglycine aldehyde

HRID 1384868Notes

Reaction equation

HRID 1384868 reaction equation
C([O:3][CH:4](OCC)[CH2:5][N:6]1[C:10](=[O:11])[C:9]2=[CH:12][CH:13]=[CH:14][CH:15]=[C:8]2[C:7]1=[O:16])C>Cl>[C:7]1(=[O:16])[N:6]([CH2:5][CH:4]=[O:3])[C:10](=[O:11])[C:9]2=[CH:12][CH:13]=[CH:14][CH:15]=[C:8]12

Participants

3

Reactant 1

HCID 3152862-Phthalimidoacetaldehyde Diethyl Acetal

Product 1

HCID 76201Phthalylglycine aldehydeYield 88.1%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Phthalimidoacetaldehyde diethyl acetal (100 g, 0.38 mol) and 1 N hydrochloric acid (600 ml) was mixture was stirred at reflux temperature for 5 min. or until a homogeneous solution is obtained. The reaction mixture was cooled and the precipitate was filtered off and dried in vacuo at 50° C. for 16 h which afforded 63.3 g (88%) of phthalimido-acetaldehyde as a solid.

Workup

  1. temperatureat reflux temperature for 5 min.
  2. customuntil a homogeneous solution is obtained
  3. temperatureThe reaction mixture was cooled
  4. filtrationthe precipitate was filtered off
  5. customdried in vacuo at 50° C. for 16 h which

Sources & evidence

ORD record
ord-7c81b7535b8c47b7b3d3238e3cb95427
Source dataset
uspto-grants-2001_07
Patent number
US06262044B1

Reaction notes

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