Hydrochloric Acid → Phthalylglycine aldehyde

HRID 643074

Reaction equation

HRID 643074 reaction equation
C(O[C:4]1([O:14]CC)[NH:8][C:7](=[O:9])[C:6]2=[CH:10][CH:11]=[CH:12][CH:13]=[C:5]12)C.Cl.[O:18]1CC[CH2:20][CH2:19]1>>[O:14]=[C:4]1[C:5]2[C:6](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:7](=[O:9])[N:8]1[CH2:20][CH:19]=[O:18]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 66899166Phthalimide diethylacetal

Product 1

HCID 76201Phthalylglycine aldehyde

Conditions

Temperature
75 °C

Procedure

To a solution of phthalimide diethylacetal (15 g) in tetrahydrofuran (THF) (30 mL) was added 10% aqueous HCl (18 mL). After heating at 75° C. for 5 hrs, the solution was allowed to cool to room temperature, and ethyl acetate was separated and dried over magnesium sulfate (MgSO4). The solution was filtered and evaporated to provide 11.2 g of the titled compound.

Workup

  1. temperatureto cool to room temperature
  2. customethyl acetate was separated
  3. dry with materialdried over magnesium sulfate (MgSO4)
  4. filtrationThe solution was filtered
  5. customevaporated

Sources & evidence

ORD record
ord-d36663426f704177947eda52ba39cdbd
Source dataset
uspto-grants-2010_04
Patent number
US07696226B2

Linked notes

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