Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1616945Generated: October 31, 2026

Isopropanol → 3-Methoxy-5-(propan-2-yloxy)aniline

https://huagongshe.com/reaction/1616945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropanolHCID 3776—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant3-Amino-5-methoxyphenolHCID 11953516—
SolventTetrahydrofuranHCID 8028—
Product3-Methoxy-5-(propan-2-yloxy)anilineHCID 1157190558.3%

Reaction Steps

To a solution of 3-amino-5-methoxyphenol (5.44 g, 39.1 mmol), isopropyl alcohol (3.6 ml, 47 mmol) and triphenylphosphine (12.0 g, 47 mmol) in THF, was added diethyl azodicarboxylate (7.4 ml, 47 mmol). The reaction mixture was stirred for 16 h and the solvent was removed. The residue was purified by flash chromatography on silica gel eluting with 20% EtOAc/hexanes to afford the title compound (4.13 g). MS m/z: 182 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765779B2
Source datasetuspto-grants-2014_07
ORD IDord-689972f5ed864150a37c67ba9247ea6a
Source noteuspto-grants-2014_07