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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1268929Generated: November 1, 2026

Triphenylphosphine → HCID 18446948, compound

https://huagongshe.com/reaction/1268929

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant(-)-2-ButanolHCID 84682—
Reactant3-Fluoro-4-hydroxybenzaldehydeHCID 587250—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
SolventTetrahydrofuranHCID 8028—
ProductHCID 18446948HCID 1844694812.3%

Reaction Steps

A solution of 750 mg (5.4 mmol) of 3-fluoro-4-hydroxybenzaldehyde, 403 mg (5.4 mmol) of (R)-(−)-2-butanol and 2 g (7.5 mmol) triphenylphosphine in 10 mL of THF was treated with 1.5 mL of diisopropylazodicarboxylate. The resulting solution was stirred at rt for 14 h, cooled to rt and concentrated. Chromatography on a Biotage 40M cartridge using 4:1 v/v hexanes/Et2O as the eluant afforded 130 mg of the title compound: 1H NMR (500 Mhz) δ 0.99 (t, J=7.6, 3H), 1.35 (d, J=6.2, 3H), 1.58–1.83 (m, 2H), 4.47 (m, 1H), 7.05 (t, J=8.2, 1H), 7.59 (d, J=8.2, 1H), 7.61 (s, 1H), 9.84 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07199142B2
Source datasetuspto-grants-2007_04
ORD IDord-98e32560df2347879b6cdab0ddc7f7d3
Source noteuspto-grants-2007_04