Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 606583Generated: October 25, 2026

Triphenylphosphine → ethyl 3-methyl-5-(4-Boc-morpholin-2-ylmethoxy)-benzofuran-2-carboxylate

https://huagongshe.com/reaction/606583

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactant4-(tert-Butoxycarbonyl)morpholine-3-carboxylic acidHCID 2760133—
ReactantEthyl 5-hydroxy-3-methyl-1-benzofuran-2-carboxylateHCID 42883413—
SolventDichloromethaneHCID 6344—
Productethyl 3-methyl-5-(4-Boc-morpholin-2-ylmethoxy)-benzofuran-2-carboxylateHCID 67046655—

Reaction Steps

Triphenyl phosphine polymer bound (1.37 mmol) was suspended in anhydrous dichloromethane (10 ml) then diisopropyl azodicarboxylate (1.18 mmol) was added and the mixture was stirred for 15 minutes at room temperature. Then ethyl 3-methyl-5-hydroxybenzofuran carboxylate (0.91 mmol) was added over 5 minutes followed by the addition of 4-N-boc-3-morpholinecarboxylic acid (0.91 mmol) over 5 minutes too. The mixture was stirred at room temperature over night. The solvent was evaporated under vacuo and the residue purified by flash chromatography to obtain ethyl 3-methyl-5-(4-Boc-morpholin-2-ylmethoxy)-benzofuran-2-carboxylate: m/z=419 in MS ES+, as clear oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07915300B2
Source datasetuspto-grants-2011_03
ORD IDord-520abe56c59b4536864cbe3c2f122d97
Source noteuspto-grants-2011_03