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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 741853Generated: October 23, 2026

tert-Butanol → 3-azido-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-propanoic acid, ethyl ester

https://huagongshe.com/en/reaction/741853

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-ButanolHCID 6386—
ReactantEthyl AcrylateHCID 8821—
ReactantPotassiumHCID 5462222—
Reactant3-Azido-1,3,4,5-tetrahydro-2H-1-benzazepin-2-oneHCID 10932520—
SolventTetrahydrofuranHCID 8028—
SolventTert-butanol tetrahydrofuranHCID 66775918—
Product3-azido-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-propanoic acid, ethyl esterHCID 86749790—

Reaction Steps

A solution of 3-azido-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one [prepared as described by Watthey et al., J. Med. Chem., 28, p. 1511-15156 (1985)] in tetrahydrofuran/tert-butanol was cooled to 0° C. and treated with ethyl acrylate and 1N tert-butanol, potassium salt/tetrahydrofuran according to the procedure of Example 40 part (a) affording 3-azido-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-propanoic acid, ethyl ester as a syrup. TLC (ethyl ether:hexane, 1:1) Rf =0.45.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05552397
Source datasetuspto-grants-1996_09
ORD IDord-2b23418bfa884de780aa21ac80fc4e8c
Source noteuspto-grants-1996_09