HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 2-[(beta,gamma-Dihydroxypropylthio)methyl]-4-nitrophenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Thioglycerol | HCID 7291 | — |
| Reactant | 2-Hydroxy-5-nitrobenzyl bromide | HCID 13044 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-[(beta,gamma-Dihydroxypropylthio)methyl]-4-nitrophenol | HCID 19770510 | — |
Reaction Steps
13.2 g of potassium hydroxide pellets (85 %) are heated to 45° C. in 27 g of thioglycerol. 10 ml of N-methylpyrrolidone are added followed portionwise over 30 minutes by 0.1 mole (23.2 g) of 2-hydroxy-5-nitrobenzyl bromide. The temperature of 67°-70° C. which is obtained is maintained for 30 minutes after the end of addition. The reaction mixture is diluted with 300 g of iced water. After neutralizing with acetic acid, the expected product precipitates. After filtering off, followed by drying at 45° C. under vacuum the product obtained is recrystallized from isopropyl acetate. It melts at 130° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05202487 |
| Source dataset | uspto-grants-1993_04 |
| ORD ID | ord-a0c10528a11c484997247d82bc683b3f |
| Source note | uspto-grants-1993_04 |