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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1668580Generated: October 31, 2026

Di-tert-butyl dicarbonate → tert-butyl 7-nitro-2,3,4,5-tetrahydro-1H-3-benzazepine-3-carboxylate

https://huagongshe.com/reaction/1668580

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDi-tert-butyl dicarbonateHCID 90495—
Reactant7-Nitro-2,3,4,5-tetrahydro-1H-benzo[D]azepineHCID 11310042—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Producttert-butyl 7-nitro-2,3,4,5-tetrahydro-1H-3-benzazepine-3-carboxylateHCID 2191882191.7%

Reaction Steps

To a solution of 7-nitro-2,3,4,5-tetrahydro-1H-3-benzazepine (2.33 g) in dry DCM (120 ml, TEA (4.2 ml 2.5 eq), BOC2O (6.1 g, 2.3 eq.), DMAP (296 mg, 0.2 eq.) were added. The mixture was stirred at rt. for 1 h then the solvent was evaporated in vacuo. The material thus obtained was purified by flash chromatography over silica gel (eluting with 20% ethyl acetate in hexane) to give the title compound (3.25 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989444B2
Source datasetuspto-grants-2011_08
ORD IDord-60a14de9775f475e9bb7329c08d493f9
Source noteuspto-grants-2011_08