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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1612470Generated: October 31, 2026

1-Butanol, 4-methoxy- → HCID 22253034, compound

https://huagongshe.com/reaction/1612470

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Butanol, 4-methoxy-HCID 8107—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantMethyl 3-hydroxy-5-(2-oxopyrrolidin-1-yl)benzoateHCID 22252977—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22253034HCID 2225303445.4%

Reaction Steps

A mixture of methyl 3-hydroxy-5-(2-oxopyrrolidin-1-yl)benzoate (300 mg, 11.28 mmol) (D41), polystyrene bound triphenylphosphine (1.71 g of loading 1.12 mmol/g, 1.92 mmol), and 4-methoxybutan-1-ol (200 mg, 1.92 mmol) in THF (5 ml) was treated dropwise with diethyl azodicarboxylate (0.302 ml, 1.92 mmol). The mixture was stiffed at room temperature for 6 hrs and then filtered. The resin was washed with THF and the filtrate was concentrated and chromatographed on silica gel (elution with ethyl acetate/hexane) to give methyl 3-(4-methoxybutoxy)-5-(2-oxopyrrolidin-1-yl)benzoate (280 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06992103B2
Source datasetuspto-grants-2006_01
ORD IDord-c90ff64f0afe47298322df47bda42909
Source noteuspto-grants-2006_01