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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 444954Generated: October 31, 2026

Methyl iodide → HCID 67383555, compound

https://huagongshe.com/reaction/444954

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant2-(3,3,3-Trifluoro-2-hydroxy-2-methylpropyl)-1H-isoindole-1,3(2H)-dioneHCID 67383644—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67383555HCID 67383555—

Reaction Conditions

Temperature25 °C

Reaction Steps

To a stirring solution of 2-(3,3,3-trifluoro-2-hydroxy-2-methylpropyl)isoindoline-1,3-dione (250 mg, 0.915 mmol)) at 0° C. in THF (8 ml), NaH (80 mg, 2 mmol) was added. After 30 minutes methyl iodide (1.299, 9.15 mmol) was added. The reaction mixture was left stirring in a ice-bath and allowed to warm to 25° C. over 3.5 hours. The reaction was quenched with sat. NH4Cl and the mixture extracted with DCM. The organic extract was separated using a phase separator and purification by chromatography on silica, eluting in a 0% to 30% iso-hexane:EtOAc afforded the title product; 1H NMR (400 MHz, Methanol-d4) δ 7.91 (2H, m), 7.85 (2H, m), 3.97 (2H, m), 3.44 (3H, s), 1.42 (3H, s);

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476269B2
Source datasetuspto-grants-2013_07
ORD IDord-fba7ab7898364fe7a043d6cd1a79e490
Source noteuspto-grants-2013_07