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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 473097Generated: October 26, 2026

Thionyl Chloride → benzyl 5-(chloromethyl)-2,3-dihydro-1H-inden-1-ylcarbamate

https://huagongshe.com/reaction/473097

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantBenzyl 5-(hydroxymethyl)-2,3-dihydro-1H-inden-1-ylcarbamateHCID 67088218—
SolventDichloromethaneHCID 6344—
Productbenzyl 5-(chloromethyl)-2,3-dihydro-1H-inden-1-ylcarbamateHCID 7022020198%

Reaction Steps

Thionyl chloride (2.0 g, 16.8 mmol) was added to a suspension of benzyl 5-(hydroxymethyl)-2,3-dihydro-1H-inden-1-ylcarbamate (2.53 g, 8.5 mmol) in DCM (35 mL). The solution was stirred at rt for 1 h before the reaction mixture was evaporated to dryness in vacuo and the material was co-evaporated with diethyl ether (2×100 mL) to afford the title compound as a white solid (2.63 g, 98%). MS (ESI): m/z [M+NH4]+ 333.2

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633237B2
Source datasetuspto-grants-2014_01
ORD IDord-f7b4be6e6c64421b8a22a9b4a2ce8298
Source noteuspto-grants-2014_01