Sodium Carbonate → HCID 23283660, compound

HRID 2211244Notes

Reaction equation

HRID 2211244 reaction equation
[C:1]1(NCC(O)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:12](=[O:15])([O-])[O-:13].[Na+].[Na+].[C:18]([N:23]1[C:27](=[O:28])[C:26]2=[CH:29][CH:30]=[CH:31][CH:32]=[C:25]2[C:24]1=[O:33])(OCC)=O>O>[C:24]1(=[O:33])[N:23]([C:18]2[CH:5]=[CH:6][CH:1]=[CH:2][C:3]=2[CH2:4][C:12]([OH:13])=[O:15])[C:27](=[O:28])[C:26]2=[CH:29][CH:30]=[CH:31][CH:32]=[C:25]12

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 31187N-CarbethoxyphthalimideHCID 66025N-Phenylglycine

Product 1

HCID 23283660HCID 23283660, compoundYield 51.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred mixture of phenylglycine (3.0 g, 20 mmol) and sodium carbonate (2.23 g, 21 mmol) in 450 mL of water is added N-carbethoxyphthalimide (4.38 g, 20 mmol). After 45 minutes, the reaction slurry is filtered. The filtrate is stirred and the pH adjusted to 1-2 with 4N hydrochloric acid. After 1 hour, the resulting slurry is filtered and the solid washed with water. The solid is dried in vacuo (60° C., <1 mm) to afford 2.88 g (51%) of 2-phthalimidophenylacetic acid as a white powder.

Workup

  1. filtrationthe reaction slurry is filtered
  2. waitAfter 1 hour
  3. filtrationthe resulting slurry is filtered
  4. washthe solid washed with water
  5. customThe solid is dried in vacuo (60° C., <1 mm)

Sources & evidence

ORD record
ord-72f621a81b0243cf9ccae83a2c7f0a4f
Source dataset
uspto-grants-1995_10
Patent number
US05463063

Reaction notes

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