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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1370539Generated: October 29, 2026

Methanol → HCID 18511649, compound

https://huagongshe.com/reaction/1370539

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantMethylamine hydrochlorideHCID 6364545—
ReactantHCID 18511669HCID 18511669—
SolventAcetic AcidHCID 176—
SolventDichloromethaneHCID 6344—
ProductHCID 18511649HCID 18511649—

Reaction Conditions

Temperature25 °C

Reaction Steps

A solution of 14.7 g (52.6 mmol) of the preceding ketoamine (22.2) in 150 ml of CH2Cl2 is treated with 3.5 g (52.6 mmol) of methylamine hydrochloride and then methanol is added until dissolution is complete. After stirring for 3 h at 25° C., the mixture is cooled on an ice bath and 14.5 g (68.5 mmol) of sodium triacetoxyborohydride are added portionwise and, finally, 3 ml of acetic acid are added dropwise. Stirring is continued overnight at 25° C. The reaction mixture is poured into ice and basified to pH 12-13. The base released is extracted in the usual way to give a greenish oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06583159B1
Source datasetuspto-grants-2003_06
ORD IDord-249ba6bf9b3940c5a9c495d1ed9b19f0
Source noteuspto-grants-2003_06