Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | Triethylene glycol monomethyl ether | HCID 8178 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69492718 | HCID 69492718 | — |
Reaction Steps
200 g of p-toluenesulfonyl chloride and 172.4 g of triethylene glycol monomethyl ether are dissolved in 1 liter of dichloromethane and cooled to 0° C. With vigorous stirring, 236.3 g of freshly powdered potassium hydroxide are metered in at a rate such that the temperature does not exceed 5° C. The mixture is maintained at 0° C. for 3 hours. 1 liter of dichloromethane and 1.2 liters of iced water are added. If more solids form, a further 0.5 liter of iced water are added. The organic phase is separated off and washed with 0.3 liter of saturated sodium chloride solution. It is dried over Na2SO4 and evaporated to dryness under reduced pressure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06160180 |
|---|
| Source dataset | uspto-grants-2000_12 |
|---|
| ORD ID | ord-8a2b161fa12342b5b8c49460267bf311 |
|---|
| Source note | uspto-grants-2000_12 |
|---|
