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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21260Generated: October 27, 2026

Trifluoroacetic acid → 4-Chloro-5-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone

https://huagongshe.com/reaction/21260

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylsilaneHCID 12052—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 68492299HCID 68492299—
SolventWaterHCID 962—
SolventNitromethaneHCID 6375—
Product4-Chloro-5-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinoneHCID 68493984108%

Reaction Steps

In a similar manner to Step 4 of Example 16, 4-chloro-5-methoxymethoxy-3-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone (100 mg, 0.21 mmol) was dissolved in nitromethane (4 mL), and the solution was treated with trifluoroacetic acid (0.097 mL, 1.26 mmol) and triethylsilane (0.200 mL, 1.25 mmol). The mixture was added with water and saturated aqueous sodium hydrogencarbonate solution and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to obtain 4-chloro-5-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone (97.0 mg, yield 98%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745641B2
Source datasetuspto-grants-2010_06
ORD IDord-1bb3b9cb8735410c8b91dde127e1ef07
Source noteuspto-grants-2010_06