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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74535Generated: October 30, 2026

Hydrochloric Acid → HCID 58386371, compound

https://huagongshe.com/reaction/74535

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
ReactantBoraneHCID 6331—
Reactant3-Cyclopropylmethylene-1,3-dihydro-indol-2-oneHCID 67338530—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58386371HCID 58386371—

Reaction Steps

1.0 g (5.4 mmol) 3-cyclopropylmethylene-1,3-dihydro-indol-2-one were placed in 50 mL THF. 12 mL (12 mmol) 1M borane in THF was slowly added dropwise. The reaction mixture was refluxed for 3 h. After cooling to RT 10 mL methanol and 15 mL semi-concentrated aqueous hydrochloric acid solution were successively added dropwise and then the mixture was refluxed for 3 h. After cooling to RT it was extracted with EtOAc. The aqueous phase was made alkaline with aqueous 4M sodium hydroxide solution and extracted once again with EtOAc. The organic phase was dried, filtered and evaporated down.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829006B2
Source datasetuspto-grants-2014_09
ORD IDord-df417d6fac5d419e8972633d8451b21d
Source noteuspto-grants-2014_09