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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2089576Generated: November 1, 2026

1,1-Dichloroethane → HCID 25213242, compound

https://huagongshe.com/reaction/2089576

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1-DichloroethaneHCID 6365—
ReactantCyclopentanoneHCID 8452—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 68474590HCID 68474590—
SolventSodium BicarbonateHCID 516892—
ProductHCID 25213242HCID 2521324258%

Reaction Steps

7-Amino-5-methyl-2-(pyridin-2-yl)-1H-indole (5 g, 22.4 mmol) prepared in Step A and cyclopentanone (1.88 g, 22.4 mmol) were added to dichloroethane (50 mL). NaBH(OAc)3 (9.5 g, 44.8 mmol) was added thereto, and the mixture was stirred for 12 h at room temperature. After completion of the reaction, the reaction mixture was diluted with saturated aqueous NaHCO3 solution, and extracted with dichloromethane and EtOAc. The extracted organic material was washed with water and aqueous NaCl solution, and dried over MgSO4. The solvent was removed under reduced pressure, and the residue was purified by column chromatography (eluent EtOAc/n-Hex=1/5) to give the title compound (3.77 g, Yield 58%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436038B2
Source datasetuspto-grants-2013_05
ORD IDord-b92734334a954007a1faf9ab81148160
Source noteuspto-grants-2013_05