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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2173216Generated: November 1, 2026

Methyl morpholine oxide → HCID 67515717, compound

https://huagongshe.com/reaction/2173216

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl morpholine oxideHCID 82029—
Reactant3-(Prop-2-en-1-yl)benzonitrileHCID 19766654—
ReactantMethanol--water (1/1)HCID 22242641—
CatalystOsmium TetroxideHCID 30318—
ProductHCID 67515717HCID 67515717—

Reaction Steps

To a solution of 3-(prop-2-en-1-yl)benzonitrile (3.8 g, 27 mmol) and NMO (10.85 g, 80 mmol) in MeOH/H2O (v/v=3:1, 133 mL) was added OsO4 (600 mg), and then stirred at room temperature for 18 h. The result mixture was concentrated and the residue was dissolved in water and extracted with EtOAc. The organic layers were dried and concentrated, and the residue was purified by a flash column chromatography to afford 3-(2,3-dihydroxypropyl)benzonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056859B2
Source datasetuspto-grants-2015_06
ORD IDord-5be0a55d451549ea8dd0866ea2897d40
Source noteuspto-grants-2015_06