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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1354589Generated: October 31, 2026

Borane;tetrahydrofuran → HCID 69303662, compound

https://huagongshe.com/reaction/1354589

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBorane;tetrahydrofuranHCID 2723981—
Reactant(3aS)-1-methyl-3,3-diphenyl-hexahydropyrrolo(1,2-c)(1,3,2)oxazaboroleHCID 2734713—
Reactant7-Chloro-5-(2-chloroacetyl)-1,3-dihydro-2H-indol-2-oneHCID 22021119—
SolventTetrahydrofuranHCID 8028—
ProductHCID 69303662HCID 69303662—

Reaction Steps

To a solution of (S)-Methyl-CBS-oxazaborolidine (1M in toluene, 0.745 mL, 0.745 mmol) and BH3-THF (8 mL, 8 mmol) is added at the same time a solution of BH3-THF (19 mL, 19 mmol) and a solution of the 5-Chloroacetyl-7-chlorooxindole (37.98 mmol) in 19 mL of THF. Both solutions are added dropwise over 30 minutes. The solution is stirred for 1 hour and quenched with the slow addition of methanol (50 mL). The solution is concentrated and the residue chromatographed over a short silica gel column (1:1 hexane/ethyl acetate).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07223757B2
Source datasetuspto-grants-2007_05
ORD IDord-b3b8aab7605f4a8797970c55249450c6
Source noteuspto-grants-2007_05