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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 585517Generated: October 31, 2026

Water → 3-(tert-Butyldimethylsiloxymethyl)benzylamine

https://huagongshe.com/reaction/585517

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDichloromethaneHCID 6344—
ReactantHydrazineHCID 9321—
Reactant2-[3-({[tert-Butyl(dimethyl)silyl]oxy}methyl)benzyl]-1H-isoindole-1,3(2H)-dioneHCID 20824118—
SolventEthanolHCID 702—
Product3-(tert-Butyldimethylsiloxymethyl)benzylamineHCID 22049979—

Reaction Steps

At room temperature, a hydrazine solution (35% strength in water, 0.6 ml, 6.6 mmol) is added to a solution of 2-[3-({[tert-butyl(dimethyl)silyl]oxy}methyl)benzyl]-1H-isoindole-1,3(2H)-dione (1.7 g, 4.4 mmol) in ethanol (44 ml), the mixture is stirred at room temperature for 15 h and water is added. After addition of dichloromethane and phase separation, the aqueous phase is extracted with dichloromethane. The combined organic phases are dried (sodium sulfate), filtered and concentrated under reduced pressure. The desired product is used without further purification for the next reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06933295B2
Source datasetuspto-grants-2005_08
ORD IDord-c6e8cbf37021488c80ea5c5323bc66ea
Source noteuspto-grants-2005_08