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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 505319Generated: November 4, 2026

Guaiacol → HCID 18537920, compound

https://huagongshe.com/reaction/505319

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGuaiacolHCID 460—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactanttert-butyl N-(2-hydroxyethyl)carbamateHCID 2733206—
SolventTetrahydrofuranHCID 8028—
ProductHCID 18537920HCID 1853792033.1%

Reaction Steps

Under an atmosphere of nitrogen, (2-hydroxy-ethyl)-carbamic acid tert-butyl ester (584 mg, 3.62 mmol) and triphenylphosphine (951 mg, 3.63 mmol) were added to a solution of ortho-methoxyphenol (500 mg, 4.03 mmol) in THF (8 ml). Subsequently, diethyl azodicarboxylate (772 mg, 4.44 mmol) was added at 0° C. and the reaction mixture was then stirred for 3 h at r.t. The solvent was evaporated under reduced pressure, the residue was taken up in ethyl acetate, washed (H2O), and dried (Na2SO4). Chromatographic purification gave the title compound (320 mg, 30%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07781441B2
Source datasetuspto-grants-2010_08
ORD IDord-101563d718bb43dbaeb5906140b3234e
Source noteuspto-grants-2010_08