HCID 13519804, compound → HCID 13519805, compound

HRID 371325Notes

Reaction equation

HRID 371325 reaction equation
[O:1]=[C:2]1[CH2:10][C:9]2[C:4](=[C:5]([CH2:11][CH2:12][C:13]([OH:15])=O)[CH:6]=[CH:7][CH:8]=2)[NH:3]1>C(OC(=O)C)(=O)C>[CH2:10]1[C:9]2=[C:4]3[C:5](=[CH:6][CH:7]=[CH:8]2)[CH2:11][CH2:12][C:13](=[O:15])[N:3]3[C:2]1=[O:1]

Participants

3

Reactant 1

HCID 13519804HCID 13519804, compound

Product 1

HCID 13519805HCID 13519805, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

A solution of 2,3-dihydro-2-oxo-1H-indole-7-propanoic acid (2.0 g, 0.0098 mole) in acetic anhydride (8 ml) is heated to 90° C. with stirring for one hour. Excess acetic anhydride is removed at reduced pressure. The red crystalline material is purified by flash chromatography over silica (elution with 23:2 dichloromethane:diethyl ether). Final purification by fractional sublimation yields 5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-2,4(1H)-dione, mp 194°-197° C.

Workup

  1. customExcess acetic anhydride is removed at reduced pressure
  2. customThe red crystalline material is purified by flash chromatography over silica (elution with 23:2 dichloromethane:diethyl ether)
  3. customFinal purification by fractional sublimation

Sources & evidence

ORD record
ord-74790ef8fac143778d987482de73b351
Source dataset
uspto-grants-1985_07
Patent number
US04530929

Reaction notes

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