Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1724645Generated: October 30, 2026

Methanol → 816469-64-4

https://huagongshe.com/reaction/1724645

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 12208762HCID 12208762—
ReactantTrimethylaluminumHCID 16682925—
SolventTolueneHCID 1140—
Product816469-64-4HCID 86612414—

Reaction Conditions

Temperature0 °C

Reaction Steps

In an argon atmosphere, 1.1 g (20.5 mmol) of ammonium chloride are suspended in 20 ml of toluene and cooled to 0° C. 10.29 ml of a 2M solution of trimethylaluminum in toluene are added dropwise, and the mixture is then stirred at RT for 2 h. 1 g (10.29 mmol) of (3S)-3-methylpentanenitrile is then added. The mixture is then stirred at 80° C. overnight. After cooling to 0° C., 40 ml of methanol are added dropwise, and then the resulting solid is filtered off with suction. It is thoroughly washed with methanol several times, and the combined filtrates are concentrated in vacuo. The residue is suspended in dichloromethane/methanol 10:1 and the insoluble solid is again removed. The filtrate then obtained is concentrated and affords 1.01 g (64% of theory) of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07488733B2
Source datasetuspto-grants-2009_02
ORD IDord-3cfbf8b22e7149d78bf6e429b1bf45a7
Source noteuspto-grants-2009_02