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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1650281Generated: October 31, 2026

Water → HCID 19914920, compound

https://huagongshe.com/reaction/1650281

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 19914911HCID 19914911—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 19914920HCID 19914920—

Reaction Steps

To a solution of 1-benzyl-2-t-butyldimethylsilyloxymethyl-5-hydroxymethylpyrrolidine (10 g) in tetrahydrofuran (100 ml) was added portionwise sodium hydride (2.3 g) at 0° C. The mixture was stirred at the same temperature for 30 minutes. And then methyl iodide was added to the mixture. After stirring for an hour at room temperature, water and ethyl acetate was added thereto. The aqueous layer was separated and washed twice with ethyl acetate. The combined organic layer was washed with saturated aqueous sodium hydrogen carbonate, water and brine successively, dried over magnesium sulfate and evaporated under reduced pressure to give 1-benzyl-2-t-butyldimethylsilyloxymethyl-5-methoxymethylpyrrolidine (9.99 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04923857
Source datasetuspto-grants-1990_05
ORD IDord-715f83ca5e014700aa390cfc906cff5c
Source noteuspto-grants-1990_05