Water → HCID 6933956, compound

HRID 2363230Notes

Reaction equation

HRID 2363230 reaction equation
[C:1]1(=[O:11])[NH:5][C:4](=[O:6])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[K].[OH2:13].CN([CH:17]=[O:18])C>>[O:18]1[C:17]2[CH:4]=[CH:3][CH:7]=[CH:8][C:9]=2[O:13][CH2:1][C@@H:2]1[CH2:10][N:5]1[C:1](=[O:11])[C:2]2[C:3](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:4]1=[O:6]

Participants

4

Reactant 3

HCID 962WaterHCID 6228DimethylformamideHCID 24194345Phthalimide potassium salt

Product 1

HCID 6933956HCID 6933956, compound

Procedure

The white solid was combined with potassium phthalimide (14.4 g, 78 mmol) in DMF (250 mL) and heated to reflux for 1 h, cooled to room temperature and poured into vigorously stirring water (1.5 L) and stirred 30 min. White solid was filtered and the solid was washed several times with water, 2% NaOH, and water again and let air dry to yield a (2S)-2-(2,3-Dihydro-benzo[1,4]dioxin-2-ylmethyl)-isoindole-1,3-dione as white powdery solid.

Workup

  1. temperatureheated
  2. temperatureto reflux for 1 h
  3. filtrationWhite solid was filtered
  4. washthe solid was washed several times with water, 2% NaOH, and water again
  5. customdry

Sources & evidence

ORD record
ord-41a6ffe463e0481c903ffc4b7a132cd4
Source dataset
uspto-grants-2014_04
Patent number
US08691867B2

Reaction notes

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