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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 20204Generated: October 29, 2026

Lithium Chloride → Anzemet

https://huagongshe.com/reaction/20204

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium ChlorideHCID 433294—
ReactantEthylacetate methanolHCID 21584119—
Reactant5-(1H-Indole-3-carbonyloxy)-10-oxo-8-aza-tricyclo[5.3.1.03,8]undecane-9-carboxylic acid methyl esterHCID 57693709—
SolventDimethylformamideHCID 6228—
ProductAnzemetHCID 314883%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 3.1 gr (8.1 mmol) of 5-(1H-Indole-3-carbonyloxy)-10-oxo-8-aza-tricyclo[5.3.1.03,8]undecane-9-carboxylic acid methyl ester and LiCl (0.69 gr, 16.23 mmol) in dimethylformamide (90 mL) is heated to 140° C. Once 4 hours have elapsed, and after checking by thin-layer chromatography (AcOEt/MeOH 9:1) that the reaction has been completed, the mixture is left to cool. Volatile substances are evaporated at low pressure and the residue is dissolved in dichloromethane (150 mL). This is washed with a saturated aqueous solution of NaCl (70 mL), and the organic phase is dried over magnesium sulphate and evaporated, to provide crude 1H-Indole-3-carboxylic acid 10-oxo-8-aza-tricyclo[5.3.1.03,8]undec-5-yl ester as a solid (2.18 gr, 83%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745628B2
Source datasetuspto-grants-2010_06
ORD IDord-889f3a8880784feb9fedf8b812d840f5
Source noteuspto-grants-2010_06