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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1172281Generated: October 25, 2026

Sodium Hydroxide → methyl 3,4-dihydro-2H-[1,3]oxazino[3,2-a]indole-10-carboxylate

https://huagongshe.com/reaction/1172281

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 2-(3-chloropropoxy)indole-3-carboxylateHCID 9816818—
SolventTolueneHCID 1140—
Productmethyl 3,4-dihydro-2H-[1,3]oxazino[3,2-a]indole-10-carboxylateHCID 1174647793.2%

Reaction Conditions

Temperature40 °C

Reaction Steps

Methyl 2-(3-chloropropoxy)indole-3-carboxylate (5.0 g, 18.7 mmol) was added to a stirred mixture of 5.4 M aqueous M NaOH (3.8 ml) and toluene (50 ml) and heated at 40° C. for 4 h. The aqueous layer was separated and the organic layer washed with H2O (3×25 ml) while maintaining the temperature at 60° C. The organic solvent was evaporated in vacuo to leave the product as a white solid (4.0 g, 93.2%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07834010B2
Source datasetuspto-grants-2010_11
ORD IDord-695822113de44527905d9f27fa1b9f91
Source noteuspto-grants-2010_11