Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | (Dimethyl sulfide)trihydroboron | HCID 12423031 | — |
| Reactant | HCID 13653520 | HCID 13653520 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 23321939 | HCID 23321939 | 206.5% |
Reaction Steps
To a mixture of 31.5 g (0.096 moles) N-(ethoxyethyl)-2.4.6-trichlorophenoxyacetamide in about 200 ml toluene, 18.2 ml (2 equivalents) borane methyl sulfide were added slowly. The resulting mixture was heated to about 60° C. and maintained at that temperature overnight. After cooling, methanol (about 100 ml) was slowly added to the system. After the addition was complete, the mixture was acidified by bubbling in HCl gas. Afterwards, the system was refluxed for about an hour. The solvent was removed by stripping. The residue was re-dissolved in methanol (about 100 ml) and the resulting mixture stripped well. The residue was well dried in vacuum to give 34.6 g of the product, a white solid, melting point 85°-87° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04588735 |
|---|
| Source dataset | uspto-grants-1986_05 |
|---|
| ORD ID | ord-5e177834f4214847b1c334fba597232b |
|---|
| Source note | uspto-grants-1986_05 |
|---|