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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1786465Generated: October 30, 2026

Triphenylphosphine → HCID 68565539, compound

https://huagongshe.com/reaction/1786465

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant1-Isopropylpiperidin-4-olHCID 79681—
ReactantDi-tert-butyl azodicarboxylateHCID 97268—
ReactantHCID 68564618HCID 68564618—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68565539HCID 6856553938%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a suspension of 0.125 g (0.57 mmol) 5-hydroxy-6-methyl-1H-indole-2-carboxylic acid ethyl ester in 3 mL tetrahydrofuran, 98 mg (0.68 mmol) 1-isopropyl-piperidin-4-ol and 0.18 g (0.68 mmol) triphenylphosphine were added. The reaction was cooled to 0° C., 0.16 g (0.68 mmol) di-tert-butyl azodicarboxylate were added and the cooling bath was removed. After stirring 18 h at room temperature the volatile components were evaporated and the residue was purified by flash chromatography on silica gel using a gradient of dichloromethane:methanol (100:0 to 50:50 v/v) as eluant, to afford 74 mg (38%) of the title compound as a light-yellow foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07507736B2
Source datasetuspto-grants-2009_03
ORD IDord-bdc9eaeae824466c8063ebed2b0bdb5d
Source noteuspto-grants-2009_03