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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2303742Generated: November 2, 2026

N-[(Methanesulfonyl)oxy]-N-methylmethanamine → HCID 178506778, compound

https://huagongshe.com/reaction/2303742

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-[(Methanesulfonyl)oxy]-N-methylmethanamineHCID 12679266—
ReactantButyllithiumHCID 178418339—
ReactantHCID 178506819HCID 178506819—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductHCID 178506778HCID 178506778—

Reaction Conditions

Temperature-20 °C

Reaction Steps

A solution of 3 g of cyclopentadienyllithium (0.042 moles) in 30 ml of THF was added slowly at −30° C. to a solution of 5.9 g of compound 6 (0.042 moles) in 20 ml of THF. The mixture was then heated to −20° C. and stirred for 30 min. Hexane was then added and the solution was filtered. 1.8 ml of a 2.3 molar solution of butyllithium (0.042 moles) in hexane were then added at −20° C. to produce a precipitate. The precipitate was filtered off and washed with twice 20 ml of hexane. After drying under vacuum, 2.0 g (40% of the theoretical yield) of compound 7 were obtained in the form of a white powder; cf. Angew. Chem., Int. Ed. Engl. 19, (1980), 1010. 1H NMR (400 MHz, THF): δ=5.34 (bd, J=2.2 Hz, 2H); 5.15 (bd, J 2.2 Hz, 2H); 2.56 (s, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06433112B1
Source datasetuspto-grants-2002_08
ORD IDord-afb8eb9144dd4edd9e3a44549c3a8a9c
Source noteuspto-grants-2002_08