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Phthalic Anhydride → Ethyl 2-(1,3-dioxoisoindol-2-yl)propanoate

HRID 1713393
Notes
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Reaction equation

HRID 1713393 reaction equation
[C:1]1(=[O:11])[O:6][C:4](=O)[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[NH2:12][CH:13]([CH3:19])[C:14]([O:16][CH2:17][CH3:18])=[O:15]>C1CCCCC1>[O:11]=[C:1]1[C:2]2[C:3](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:4](=[O:6])[N:12]1[CH:13]([CH3:19])[C:14]([O:16][CH2:17][CH3:18])=[O:15]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 6811Phthalic AnhydrideHCID 69236NoName_3047

Product 1

HCID 305258Ethyl 2-(1,3-dioxoisoindol-2-yl)propanoateYield 89%

Reagents, catalysts & solvents 1

HCID 8078CyclohexaneSolvent

Procedure

20.87 g (0.141 mol) of phthalic anhydride together with 16.5 g (0.141 mol) of ethyl aminopropionate in an open round-bottom flask at 120° C. for 5 h. 300 ml of cyclohexane are added, and the mixture is heated to reflux. The hot cyclohexane solution is decanted off from the remaining oil and completely concentrated. A slowly solidifying viscous oil is obtained (31 g, 89% yield).

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes

Workup

  1. temperaturethe mixture is heated to reflux
  2. customThe hot cyclohexane solution is decanted off from the remaining oil
  3. concentrationcompletely concentrated
  4. customis obtained (31 g, 89% yield)

Sources & evidence

ORD record
ord-1401872a989446519dd536cd0dce47fe
Source dataset
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07795278B2

Reaction notes

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