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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1161119Generated: October 29, 2026

Triphenylphosphine → HCID 57438392, compound

https://huagongshe.com/reaction/1161119

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant3-Iodobenzyl alcoholHCID 42300—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactant1-(3-Chloro-2,4-dihydroxy-phenyl)ethanoneHCID 57438294—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57438392HCID 5743839264.5%

Reaction Steps

Add triphenylphosphine (13.6 g, 51.7 mmol) and DIAD (10.5 g, 51.7 mmol) to a solution of (3-iodo-phenyl)-methanol (11.0 g, 47.0 mmol) and 1-(3-Chloro-2,4-dihydroxy-phenyl)-ethanone (8.77 g, 47.0 mmol) in dichloromethane:tetrahydrofuran (250 ml:250 ml) and stir. After 18 hours, concentrate the reaction, and load directly onto silica. Purify the residue by flash chromatography eluting with acetone:hexanes to yield the title product as a white solid (12.2 g, 64%): 1H NMR (DMSO-d6) δ 2.62 (s, 3H), 5.34 (s, 2H), 6.88 (d, 1H), 7.23 (t, 1H), 7.48 (d, 1H), 7.72 (d, 1H), 7.87 (s, 1H), 7.96 (d, 1H), 13.14 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07816523B2
Source datasetuspto-grants-2010_10
ORD IDord-f0a3dc7b3e7a4ff980f6d097a831eb92
Source noteuspto-grants-2010_10