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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 636492Generated: October 30, 2026

Water → 1-(Tert-butyldiphenylsilyloxymethyl)-2,6-dimethyl-3-(phthalimidoacetylamino)benzene

https://huagongshe.com/reaction/636492

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2H-Isoindole-2-acetyl chloride, 1,3-dihydro-1,3-dioxo-HCID 81242—
Reactant3-Amino-1-(tert-butyldiphenylsilyloxymethyl)-2,6-dimethylbenzeneHCID 10739106—
SolventPyridineHCID 1049—
SolventDimethylformamideHCID 6228—
Product1-(Tert-butyldiphenylsilyloxymethyl)-2,6-dimethyl-3-(phthalimidoacetylamino)benzeneHCID 1050740294.2%

Reaction Steps

To a suspension of 3-amino-1-(tert-butyldiphenylsilyloxymethyl)-2,6-dimethylbenzene (42.4 g) in pyridine (17.2 g) and dimethylformamide (212 ml) was dropwise added phthalimidoacetyl chloride (25.6 g) over the period of 15 minutes under ice-cooling, and the mixture was stirred for 1 hour at the same temperature. To the reaction mixture was added water, and the resulting precipitates were collected by filtration and washed with acetonitrile to give 1-(tert-butyldiphenylsilyloxymethyl)-2,6-dimethyl-3-(phthalimidoacetylamino)benzene (59.1 g) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06194396B1
Source datasetuspto-grants-2001_02
ORD IDord-75f73dd2c7e74aa9bea5384e06a66f71
Source noteuspto-grants-2001_02