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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1054449Generated: October 26, 2026

Sodium borohydride → 2-(7-Fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)pyrrolidine

https://huagongshe.com/reaction/1054449

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant5-(7-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)-3,4-dihydro-2H-pyrroleHCID 89618424—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product2-(7-Fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)pyrrolidineHCID 8961827694%

Reaction Conditions

Temperature25 °C

Reaction Steps

NaBH4 (0.25 g, 6.69 mmol) was added to a solution of 5-(7-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)-3,4-dihydro-2H-pyrrole (0.8 g, 3.34 mmol) in a mixture of MeOH and H2O (3:1, 20 mL) and was stirred at 25° C. for 2 h. Reaction mixture was quenched with 1N aqueous HCl solution (50 mL) and basified with 2N aqueous NaOH solution to pH 8 and extracted with DCM (3×20 mL). The organic layer was dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford 2-(7-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)pyrrolidine (Int-31). (0.7 g, 94% yield). MS (ESI): m/z 224.5 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394305B2
Source datasetuspto-grants-2016_07
ORD IDord-2d523f06408e4b4296f3faa40fa0b8b0
Source noteuspto-grants-2016_07