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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1804791Generated: October 27, 2026

Triphenylphosphine → HCID 67360431, compound

https://huagongshe.com/reaction/1804791

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant1-tert-butyl 2-ethyl 4-hydroxy-1H-indole-1,2-dicarboxylateHCID 59600138—
Reactant(6-Ethoxy-benzofuran-3-yl)-methanolHCID 67360905—
ReactantN-ethoxycarbonyliminocarbamateHCID 86599450—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67360431HCID 67360431—

Reaction Conditions

Temperature0 °C

Reaction Steps

4-Hydroxy-indole-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester (2) (5.2 g, 17.2 mmol), (6-ethoxy-benzofuran-3-yl)-methanol (28a) (3.3 g, 17.2 mmol) and triphenylphosphine (5.4 g, 20.6 mmol) are dissolved in 30 ml of THF and cooled to 0° C. Then 40% ethyl azodicarboxylate solution in THF (9 ml, 20.6 mmol) is added drop wise. After completed addition the mixture is stirred for 16 h (TLC control) at rt. Then the mixture is evaporated under reduced pressure. The residue is diluted with ethyl acetate, washed sat. NaHCO3- and NaCl-solution, and dried over Na2SO4. The crude product is purified by Flash-chromatography (ethyl acetate/hexanes (1:9), silicagel).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354431B2
Source datasetuspto-grants-2013_01
ORD IDord-e7620c80298640a6b7c1738c026a5800
Source noteuspto-grants-2013_01