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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 613441Generated: October 29, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → N-(6-benzyloxy-2,2-dimethyl-2H-chromen-4-yl)-N-methyl-methanesulfonamide

https://huagongshe.com/reaction/613441

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantN-(6-benzyloxy-3-acetoxy-2,2-dimethylchroman-4-yl)-N-methyl-methanesulfonamideHCID 11048325—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductN-(6-benzyloxy-2,2-dimethyl-2H-chromen-4-yl)-N-methyl-methanesulfonamideHCID 984249299%

Reaction Steps

A solution of 1.0 g (2.3 mmol) of N-(6-benzyloxy-3-acetoxy-2,2-dimethylchroman-4-yl)-N-methyl-methanesulfonamide (Example 2) and 2.1 g (13.8 mmol) of DBU in 4.2 ml of toluene was heated at 105° C. for 5 h. The reaction mixture was diluted with EA and washed with hydrochloric acid until the aqueous phase gave an acidic reaction. The mixture was washed with sodium bicarbonate solution, dried over magnesium sulfate and concentrated i. vac., giving 0.85 g of N-(6-benzyloxy-2,2-dimethyl-2H-chromen-4-yl)-N-methyl-methanesulfonamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06008245
Source datasetuspto-grants-1999_12
ORD IDord-77ffacc47bd54b4983c6b6118384e64e
Source noteuspto-grants-1999_12