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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2092210Generated: October 31, 2026

Benzyl Bromide → tert-butyl 5-benzylhexahydro-1H-pyrrolo[3,4-c]pyridine-2(3H)-carboxylate

https://huagongshe.com/reaction/2092210

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
Reactant18-Crown-6HCID 28557—
Reactant1,1-Dimethylethyl octahydro-2H-pyrrolo(3,4-c)pyridine-2-carboxylateHCID 23282882—
SolventTetrahydrofuranHCID 8028—
Producttert-butyl 5-benzylhexahydro-1H-pyrrolo[3,4-c]pyridine-2(3H)-carboxylateHCID 6872510198.4%

Reaction Steps

0.777 g of benzylbromide (4.54 mmol) were added dropwise to a mixture of 1.028 g of commercially available tert-butyl hexahydro-1H-pyrrolo[3,4-c]pyridine-2(3H)-carboxylate (4.54 mmol), 1.883 g potassium carbonate (13.62 mmol) and a spatula tip of 18-crown-6 in 25 ml of tetrahydrofurane. The reaction mixture was stirred for 16 h at room temperature, filtered and the filtrate was concentrated. The residue was dissolved in dichloromethane, the organic layer was washed with water, dried over magnesium sulfate, filtered and concentrated to yield 1.413 g of product that was used in the subsequent step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440694B2
Source datasetuspto-grants-2013_05
ORD IDord-f76916d2951a4dfdac6646c7cc459900
Source noteuspto-grants-2013_05