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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 733442Generated: October 30, 2026

Methyl iodide → HCID 57679159, compound

https://huagongshe.com/reaction/733442

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
Reactanttert-butyl [1-(1,3-dioxolan-2-ylmethyl)-2,3-dihydro-1H-inden-1-yl]methylcarbamateHCID 57679134—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57679159HCID 57679159—

Reaction Steps

A solution of tert-butyl [1-(1,3-dioxolan-2-ylmethyl)-2,3-dihydro-1H-inden-1-yl]methylcarbamate (13.50 g, 38.9 mmole) in THF was cooled to 0° C. To this was added iodomethane (7.27 ml, 117 mmole) followed by 1M NaHMDS in THF (58 ml, 58 mmole). The reaction was then warmed to room temperature and stirred until no U16370/185/2 remained by TLC. The THF was evaporated and the residue dissolved in Et2O. The ether was washed with water and evaporated to afford 14.33 g of tert-butyl [1-(1,3-dioxolan-2-ylmethyl)-2,3-dihydro-1H-inden-1-yl]methyl(methyl)carbamate as a crude oil, which was used, with no further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07589204B2
Source datasetuspto-grants-2009_09
ORD IDord-3aa063140d86493ba68c46384637dd66
Source noteuspto-grants-2009_09