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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1475456Generated: November 2, 2026

Methyl iodide → HCID 70980248, compound

https://huagongshe.com/reaction/1475456

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 58221859HCID 58221859—
SolventDimethylformamideHCID 6228—
ProductHCID 70980248HCID 7098024880.2%

Reaction Steps

NaH (60% dispersion in mineral oil, 60 mg, 1.5 mmol) was added to a solution of 6-bromo-3-hydroxymethyl-3-methyl-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester (360 mg, 1.05 mmol) in dry DMF (5 mL). After 10 minutes MeI (66 μL, 1.1 mmol) was added and the stirring was maintained for 2 h. The reaction was quenched with water and extracted with EtOAc. The organic phase was dried over MgSO4 and concentrated in vacuo. Chromatography (20% EtOAc in 40-60 petroleum ether) gave the title compound (300 mg) as a colourless liquid. MS: [M−tBu]+=300.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018214B2
Source datasetuspto-grants-2015_04
ORD IDord-acf088939b58487a9b4b3b87f0738cea
Source noteuspto-grants-2015_04