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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 660561Generated: October 26, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → (R)-3-Hydroxymethyl-2,3-dihydrobenzo[c]azepin-1-one

https://huagongshe.com/reaction/660561

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant2-((R)-3-Amino-4-hydroxy-but-1-enyl)-benzoic Acid Ethyl EsterHCID 68842198—
SolventAcetonitrile tolueneHCID 21584213—
Product(R)-3-Hydroxymethyl-2,3-dihydrobenzo[c]azepin-1-oneHCID 68839278—

Reaction Steps

To a solution of 2-((R)-3-amino-4-hydroxy-but-1-enyl)-benzoic acid ethyl ester (1.8 g, 7.65 mmol) in 1:1 toluene/acetonitrile (4 mL) is added DBU (1 mL, 6.45 mmol) and stirred at RT for 18 h. The white precipitate is filtered to give the title compound: (M+1)+=190.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084448B2
Source datasetuspto-grants-2011_12
ORD IDord-4bd67b9fe23a4a6b9803b8f9ee2115ac
Source noteuspto-grants-2011_12