HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,8-Diazabicyclo(5.4.0)undec-7-ene → N-(6-benzyloxy-2,2-dimethyl-2H-chromen-4-yl)-N-methyl-methanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | N-(6-benzyloxy-3-acetoxy-2,2-dimethylchroman-4-yl)-N-methyl-methanesulfonamide | HCID 11048325 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-(6-benzyloxy-2,2-dimethyl-2H-chromen-4-yl)-N-methyl-methanesulfonamide | HCID 9842492 | 99% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06008245 |
| Source dataset | uspto-grants-1999_12 |
| ORD ID | ord-77ffacc47bd54b4983c6b6118384e64e |
| Source note | uspto-grants-1999_12 |