Toluene → HCID 19752204, compound

HRID 1788785Notes

Reaction equation

HRID 1788785 reaction equation
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[N:3]1[O:12][C:13](=[CH2:21])[C:14]([O:16]C(C)(C)C)=[O:15].FC(F)(F)C(O)=O.C1(C)C=CC=CC=1>C(Cl)Cl.C1(OC)C=CC=CC=1>[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[N:3]1[O:12][C:13](=[CH2:21])[C:14]([OH:16])=[O:15]

Participants

6

Reactant 3

HCID 1140TolueneHCID 6422Trifluoroacetic acidHCID 14422635HCID 14422635, compound

Product 1

HCID 19752204HCID 19752204, compoundYield 98.2%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 7519AnisoleSolvent

Procedure

A solution of 2-[(1,3-dioxo-2H-isoindol-2-yl)-oxy]-2-propenoic acid, t-butyl ester (49.9 g, 0.173 mole) in methylene chloride (300 ml) and anisole (150 ml) was treated with trifluoroacetic acid (300 ml). After stirring overnight at room temperature, 800 ml of dry toluene was added and the reaction mixture was concentrated in vacuo. The residue was triturated twice with hexane to give 39.6 g of the title compound.

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. customThe residue was triturated twice with hexane

Sources & evidence

ORD record
ord-c3f14a8fcf3b4b7497e5d9c212404b51
Source dataset
uspto-grants-1987_08
Patent number
US04684722

Reaction notes

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