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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 44305Generated: October 29, 2026

Sodium Chloride → HCID 22131131, compound

https://huagongshe.com/reaction/44305

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantTrimethyl borateHCID 8470—
ReactantLithium BromideHCID 82050—
ReactantSodium borohydrideHCID 4311764—
ReactantEthyl (2-oxo-2,3-dihydro-1H-indol-5-yl)acetateHCID 82551120—
SolventSulfuric AcidHCID 1118—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22131131HCID 22131131—

Reaction Steps

LiBr (1.03 g) is added to a solution of NaBH4 (0.45 g) in THF (15 ml). The reaction mixture is heated at reflux for 7 hours, and the compound obtained in Step B (1.3 g) is added, followed by B(OMe)3 (0.067 ml). After refluxing for 18 hours, the mixture is concentrated under reduced pressure and the residue obtained is taken up in 20 ml of 3N H2SO4. The aqueous phase is saturated with NaCl and extracted with ethyl acetate. The organic phase is dried over magnesium sulphate, filtered and evaporated to dryness. The residue is purified on silica gel (SiO2, eluant: AcOEt) to yield the title product in the form of a beige solid. The compound obtained is used directly in the next reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541412B2
Source datasetuspto-grants-2013_09
ORD IDord-5cacf02494ab456aa5d2a63bfab4ce5b
Source noteuspto-grants-2013_09