Trifluoroacetic acid → HCID 68488862, compound

HRID 21077Notes

Reaction equation

HRID 21077 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:9]([I:12])=[C:8]2[C:4]=1[CH:5](O)[N:6](C(C)(C1C=CC=CC=1)C)[C:7]2=[O:13].FC(F)(F)C(O)=O.C([SiH](CC)CC)C>[N+](C)([O-])=O>[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:9]([I:12])=[C:8]2[C:4]=1[CH2:5][NH:6][C:7]2=[O:13]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 684911734-Methoxy-3-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone

Product 1

HCID 68488862HCID 68488862, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 6375NitromethaneSolvent

Procedure

In a similar manner to Step 4 of Example 16, 4-methoxy-3-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone (2.50 g, 5.91 mmol) was dissolved in nitromethane (100 mL), and the solution was treated with trifluoroacetic acid (4.50 mL, 59.1 mmol) and triethylsilane (1.90 mL, 11.8 mmol). The obtained solid was collected by filtration and washed with ethyl acetate. The obtained solid was dried under reduced pressure to obtain 4-methoxy-7-iodoisoindolinone (1.32 g, yield 78%).

Workup

  1. filtrationThe obtained solid was collected by filtration
  2. washwashed with ethyl acetate
  3. customThe obtained solid was dried under reduced pressure

Sources & evidence

ORD record
ord-0c7e1bef634142f393dc06592eb95d46
Source dataset
uspto-grants-2010_06
Patent number
US07745641B2

Reaction notes

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