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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 854146Generated: November 1, 2026

Methanol → HCID 11984349, compound

https://huagongshe.com/reaction/854146

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant4-AminopyridineHCID 1727—
ReactantTetrahydrofuranHCID 8028—
Reactant(-)-Benzyl (R)-glycidyl etherHCID 159746—
ReactantHCID 178418416HCID 178418416—
ProductHCID 11984349HCID 1198434989%

Reaction Steps

In a 50 mL-volumetric autoclave were added deaerated methanol (15 mL) and THF (10 mL), and thereto were added 4-aminopyridine (47 mg, 0.5 mmol) and (R)-benzylglycidyl ether (3.3 g, 20 mmol, >99% ee). Then to the mixture was added crystalline dicobaltoctacarbonyl complex (171 mg, 0.5 mmol). After covering the autoclave with a cap, carbon monoxide (1 MPa) was introduced therein and the mixture was reacted at 35° C. for 24 hours. After cooling to room temperature, the solvent was removed in vacuo. The residue was subjected to Kugelrohr distillation to give (R)-4-benzyloxy-3-hydroxybutanoic acid methyl ester (4.0 g, 89%, >99% ee) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07256305B2
Source datasetuspto-grants-2007_08
ORD IDord-d9ee2611a8244b43a00796b90b0c1d76
Source noteuspto-grants-2007_08