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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693970Generated: November 1, 2026

4-Hydroxybenzaldehyde → 4-(Thiophen-3-ylmethoxy)-benzaldehyde

https://huagongshe.com/reaction/1693970

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
ReactantTriphenylphosphineHCID 11776—
ReactantThiophene-3-methanolHCID 123570—
ReactantDiethyl azodicarboxylateHCID 5462977—
SolventTetrahydrofuranHCID 8028—
Product4-(Thiophen-3-ylmethoxy)-benzaldehydeHCID 4364616540.4%

Reaction Steps

To a tetrahydrofuran (250 mL) solution of diethylazodicarboxylate (16.1 mL, 40.9 mmol) were added 4-hydroxybenzaldehyde (5 g, 40.9 mmol), 3-thiophene methanol (3.86 mL, 40.9 mmol) and PS-triphenylphosphine (29 g, 1.41 mmol/g, 40.9 mmol). This mixture was stirred for 7 hours at room temperature. This mixture was concentrated under a reduced pressure, and the residue was purified by silica gel column chromatography (heptane:ethyl acetate=2:1) to obtain the title compound (3.61 g, 40%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158657B2
Source datasetuspto-grants-2012_04
ORD IDord-2b991db4a2bd42e885d4a2b5934be392
Source noteuspto-grants-2012_04