Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Glycerol | HCID 753 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 178527638 | HCID 178527638 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | Ethanol, mixt. with methanol | HCID 18681192 | — |
| Product | HCID 178527661 | HCID 178527661 | — |
Reaction Steps
A 300-ml. beaker is charged with 18.4 parts of glycerin and 1.7 parts of sodium hydroxide. The mixture is heated to 95° C. while being stirred magnetically. To the beaker then is added 13.7 parts of 4-sodiosulfobenzyl bromide and the temperature is maintained at 95° C. for 3 hours. The viscous reaction solution then is added to 300 parts of water. The aqueous solution is concentrated to about one-tenth of its original volume and 250 parts of dimethyl sulfoxide added; isopropanol, about 200 parts, is then added resulting in a white, fluffy precipitate which is isolated by centrifugation. The solid is taken up in about 320 parts of an ethanol-methanol mixture, the volume reduced by about 25%, and isopropanol added. The product was isolated by centrifugation and dried at 60° C. under reduced pressure. The product, 3-(p-sodiosulfobenzyloxy)-1,2-propanediol, is obtained in a yield of 3 parts and has the following analysis:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04042618 |
|---|
| Source dataset | uspto-grants-1977_08 |
|---|
| ORD ID | ord-6cbe14f59a4c48f2b896489e1a355690 |
|---|
| Source note | uspto-grants-1977_08 |
|---|