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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1063884Generated: November 3, 2026

1-Butanol → HCID 22277858, compound

https://huagongshe.com/reaction/1063884

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-ButanolHCID 263—
ReactantTriphenylphosphineHCID 11776—
Reactant4-Hydroxy-3-iodo-5-nitrobenzaldehydeHCID 1494374—
ReactantDiethyl azodicarboxylateHCID 5462977—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22277858HCID 2227785873.3%

Reaction Steps

To a slurry of 4-hydroxy-3-iodo-5-nitrobenzaldehyde (3.16 g, 10.7 mmol) in THF (100 ml) was added n-butanol (1.94 ml, 21.5 mmol), triphenyl phosphine (3.10 g, 11.8 mmol) and diethylazodicarboxylate (1.85 ml, 11.8 mmol). The mixture was stirred 18 h then filtered and all volatiles removed the residue was chromatographed on silica to afford the title compound (2.74 g, 73%).). 1H NMR (400 MHz, CDCl3) δ 9.94 (s, 1H), 8.54 (d, j=2.0 Hz, 1H), 8.28 (d, j=2.0 Hz, 1H), 4.18 (t, j=6.5, 2H), 1.86-1.94 (m, 2H), 1.52-1.61 (m, 2H), 1.01 (t, j=7.1 Hz, 3H). M+1=350.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06967220B2
Source datasetuspto-grants-2005_11
ORD IDord-f57687c3c302453c90c3025d67c161a4
Source noteuspto-grants-2005_11