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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1013421Generated: October 25, 2026

Chloro(diphenyl)silane → 2-Benzyl-1,2,3,3a,7,7a-hexahydro-4-thia-2-aza-cyclopenta[alpha]pentalene

https://huagongshe.com/reaction/1013421

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloro(diphenyl)silaneHCID 74206—
Reactantindium(III)chlorideHCID 159675—
Reactant2-Benzyl-1,2,3,3a,7,7a-hexahydro-4-thia-2-aza-cyclopenta[alpha]pentalen-7-olHCID 131727050—
Solvent1,1-DichloroethaneHCID 6365—
Product2-Benzyl-1,2,3,3a,7,7a-hexahydro-4-thia-2-aza-cyclopenta[alpha]pentaleneHCID 13172704957%

Reaction Conditions

Temperature60 °C

Reaction Steps

Indiumtrichloride (973 mg, 4.40 mmol) and chlorodiphenylsilane (2888 mg, 13.20 mmol) were added to a solution of the product from step f) (1192 mg, 4.40 mmol) in 20 mL of dichloroethane. The reaction mixture was heated at 60° C. overnight and then was cooled to room temperature and quenched with saturated NaHCO3 (50 ml). The reaction mixture was extracted with ethylacetate (2×50 mL). The combined organic extracts were washed with brine (50 ml), dried with MgSO4 and solvent evaporated in vacuo to afford the subtitle compound (638 mg, yield: 57%) that was used without further purification. MS calculated C16H17NS +H: 256, observed: 256.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07981919B2
Source datasetuspto-grants-2011_07
ORD IDord-c317cc8e23e144c0bf1594cabcb4b564
Source noteuspto-grants-2011_07