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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1037066Generated: October 30, 2026

Water → 5-(Hydroxymethyl)indolizin-8-yl trifluoromethanesulfonate

https://huagongshe.com/reaction/1037066

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium borohydrideHCID 4311764—
ReactantEthyl 8-(((trifluoromethyl)sulfonyl)oxy)indolizine-5-carboxylateHCID 86685512—
SolventMethanolHCID 887—
Product5-(Hydroxymethyl)indolizin-8-yl trifluoromethanesulfonateHCID 86685511190.3%

Reaction Steps

To a solution of ethyl 8-(((trifluoromethyl)sulfonyl)oxy)indolizine-5-carboxylate (30 g, 89 mmol) in MeOH (300 mL) was added NaBH4 (13.5 g, 0.356 mol) at 0° C. under N2. The reaction mixture was stirred at rt overnight. After the completion, to the reaction was added water, extracted with EtOAc, washed with brine, dried and concentrated to give the desired product 5-(hydroxymethyl)indolizin-8-yl trifluoromethanesulfonate (50 g, crude).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546357B2
Source datasetuspto-grants-2013_10
ORD IDord-27b9d756532b4dba9f5828f137753c32
Source noteuspto-grants-2013_10