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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2382197Generated: November 2, 2026

Hydrochloric Acid → HCID 68734622, compound

https://huagongshe.com/reaction/2382197

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTetrahydrofuranHCID 8028—
Reactant2-MethylbenzophenoneHCID 67230—
ReactantTert-butyl 3-oxopyrrolidine-1-carboxylateHCID 471360—
CatalystZincHCID 23994—
CatalystTitanium TetrachlorideHCID 24193—
ProductHCID 68734622HCID 68734622—

Reaction Steps

To a mixture of 2-methylbenzophenone (2.0 g, 10.2 mmol) and N-boc-3-pyrrolidone (1.89 g, 10.2 mmol) in THF was added zinc powder (3.3 g, 59 mmol) at 10-15° C. and stirred for 15 min. To the reaction mixture was added TiCl4 (4.76 g, 25 mmol) and the contents were brought to 60° C. and stirred for 8 h. The reaction mixture was allowed to cool to room temperature, diluted HCl was added and extracted with EtOAc. The organic layer was washed with aqueous sodium potassium tartarate solution. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford the crude product which was washed with n-hexane to afford 1.8 g of (Z)-3-(phenyl(m-tolyl)methylene)pyrrolidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08258306B2
Source datasetuspto-grants-2012_09
ORD IDord-7a5174dae521469d92dfd45be9741812
Source noteuspto-grants-2012_09