HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 2-Bromomethyl-2-(4-chlorophenyl)-4-[2-chloro-4-(N,N-dimethylaminomethyl)-6-methylphenoxymethyl]-1,3-dioxolane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,4-Xylenol, 6-chloro-alpha(sup 4)-(dimethylamino)- | HCID 3068125 | — |
| Reactant | 2-Bromomethyl-2-(4-chlorophenyl)-1,3-dioxolan-4-ylmethyl methanesulfonate | HCID 15576451 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Bromomethyl-2-(4-chlorophenyl)-4-[2-chloro-4-(N,N-dimethylaminomethyl)-6-methylphenoxymethyl]-1,3-dioxolane | HCID 54249481 | — |
Reaction Steps
4 g=20 mmoles of 2-chloro-4-(N,N-dimethylaminomethyl)-6-methylphenol are added in portions, while cooling with an ice bath and stirring, to a suspension of 0.6 g=20 mmoles of sodium hydride (an 80% strength dispersion in oil) in 30 ml of absolute dimethylformamide at such a rate that the temperature does not exceed 20° C. Stirring is continued at 20° C. until the evolution of hydrogen is complete, 8.26 g=20 mmoles of 2-bromomethyl-2-(4-chlorophenyl)-1,3-dioxolan-4-ylmethyl methanesulfonate (compound of the formula (IV)) are then introduced in portions, stirring is continued for 7 hours at 60° C. and the mixture is worked up as described in Example 1a. This gives 7 g (71% of theory) of a highly viscous, noncrystalline oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04391805 |
| Source dataset | uspto-grants-1983_07 |
| ORD ID | ord-c6d9e0f758734ffeb89fd3933bcb167c |
| Source note | uspto-grants-1983_07 |