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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 613635Generated: October 29, 2026

Water → 1-(3-Tert-butyldiphenylsilyloxymethyl-2,4-dichlorophenyl)-2-(propionamidomethyl)pyrrole

https://huagongshe.com/reaction/613635

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantPropionyl chlorideHCID 62324—
Reactant2-Aminomethyl-1-(3-tert-butyldiphenylsilyloxymethyl-2,4-dichlorophenyl)pyrroleHCID 18321775—
SolventDichloromethaneHCID 6344—
Product1-(3-Tert-butyldiphenylsilyloxymethyl-2,4-dichlorophenyl)-2-(propionamidomethyl)pyrroleHCID 1832194899.8%

Reaction Steps

To a mixture of 2-aminomethyl-1-[3-(tert-butyldiphenylsilyloxymethyl)-2,4-dichlorophenyl]pyrrole (167 mg) and triethylamine (39.8 mg) in dichloromethane (2 ml) was added propionyl chloride (33.4 mg) under ice-cooling, and the mixture was stirred for 1 hour at the same temperature and for 3 hours at ambient temperature. The mixture was poured into water and extracted with chloroform. The organic layer was washed with water and brine, dried over magnesium sulfate and evaporated in vacuo to give 1-(3-tert-butyldiphenylsilyloxymethyl-2,4-dichlorophenyl)-2-(propionamidomethyl)pyrrole (185 mg) as oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06008229
Source datasetuspto-grants-1999_12
ORD IDord-5e6e333c441d4b4c9baf4a668f193289
Source noteuspto-grants-1999_12