HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 2-(4-Fluorophenyl)-5-(1-hydroxyethyl)-3-[4-(methylsulfonyl)phenyl]thiophene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 5-Acetyl-2-(4-fluorophenyl)-3-[4-(methylsulfonyl)phenyl]thiophene | HCID 10643140 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-(4-Fluorophenyl)-5-(1-hydroxyethyl)-3-[4-(methylsulfonyl)phenyl]thiophene | HCID 23372660 | 73.6% |
Reaction Steps
A mixture of 5-acetyl-2-(4-fluorophenyl)-3-[4-(methylsulfonyl)phenyl]thiophene (1 g) and sodium borohydride (0.12 g) in methanol (19 ml) was stirred at ambient temperature for 2 hours. Acetic acid (1 ml) was added and the mixture was concentrated. The residue was dissolved in ethyl acetate, washed with water and an aqueous solution of sodium bicarbonate, dried and concentrated. The residue was recrystallized from a mixture of hexane and ethyl acetate to give crystals of 2-(4-fluorophenyl)-5-(1-hydroxyethyl)-3-[4-(methylsulfonyl)phenyl]thiophene (0.74 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05571810 |
| Source dataset | uspto-grants-1996_11 |
| ORD ID | ord-576979ee323449379c6526d3a7254f94 |
| Source note | uspto-grants-1996_11 |