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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 889274Generated: October 25, 2026

Triphenylphosphine → Methyl 2-{4-[(tert-butoxycarbonyl)amino]butoxy}-6-hydroxybenzoate

https://huagongshe.com/reaction/889274

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantMethyl 2,6-dihydroxybenzoateHCID 519869—
Reactanttert-Butyl N-(4-hydroxybutyl)carbamateHCID 545141—
ReactantDiethyl azodicarboxylateHCID 5462977—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 2-{4-[(tert-butoxycarbonyl)amino]butoxy}-6-hydroxybenzoateHCID 10980693—

Reaction Steps

To a solution of methyl 2,6-dihydroxybenzoate (1.0 g, 5.95 mmol) and 4-(Boc-amino)-1-butanol (1.1 mL, 5.95 mmol) in 60 mL of THF is added PPh3 (1.7 g, 6.5 mmol) and DEAD (2.97 mL, 6.5 mmol). The solution is stirred at RT for 18 h then the solvent is removed under reduced pressure. The residue is purified by flash chromatography using a gradient of hexane/EtOAc (5:1 to 2:1) to give the product as a colorless liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08252820B2
Source datasetuspto-grants-2012_08
ORD IDord-cd05ecbb491847059ab2dc8b69449f5a
Source noteuspto-grants-2012_08