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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 399266Generated: October 30, 2026

Sodium Hydroxide → 5-Chloro-2,3-dihydro-6-(2-dimethylaminoethoxy)-1H-indole

https://huagongshe.com/reaction/399266

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant5-Chloro-6-(2-dimethylaminoethoxy)-1H-indoleHCID 54086422—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
Product5-Chloro-2,3-dihydro-6-(2-dimethylaminoethoxy)-1H-indoleHCID 54379687100%

Reaction Steps

5-Chloro-6-(2-dimethylaminoethoxy)-1H-indole (D8, 0.2 g, 0.008 mol) in glacial acetic acid (5 ml) was treated with sodium cyanoborohydride (0.25 g, 0.004 mol ) at room temperature with stirring for 1 h. The mixture was diluted with water and basified with 10% aq NaOH. The product was extracted into CH2Cl2, and the combined extracts dried (Na2SO4) and concentrated in vacuo to give the title compound as a brown oil (0.21 g, 100%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05817833
Source datasetuspto-grants-1998_10
ORD IDord-475c7201ebb848a4bcf92bf62337a181
Source noteuspto-grants-1998_10