HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tin tetrachloride → 3,5-Dibromo-4-(3-cyclopentyl-4-hydroxyphenylsulfonyl)phenylacetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tin tetrachloride | HCID 24287 | — |
| Reactant | Sulfuryl chloride | HCID 24648 | — |
| Reactant | Sulfur dichloride | HCID 25353 | — |
| Reactant | 2-Cyclopentylphenol | HCID 80285 | — |
| Reactant | Methyl 3,5-dibromo-4-mercaptophenylacetate | HCID 19101399 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3,5-Dibromo-4-(3-cyclopentyl-4-hydroxyphenylsulfonyl)phenylacetic acid | HCID 9958238 | — |
Reaction Steps
Sulfuryl chloride (0.5 mL) was added dropwise to a solution of methyl 3,5-dibromo-4-mercaptophenylacetate (Preparation E, 0.8 g) in 50 mL of dichloromethane for 1 hour. The sulfenyl chloride product was then added dropwise to an ice-cooled suspension of 2-cyclopentylphenol (0.44 g) and tin (IV) chloride (0.53 mL) in methanol. Following the procedures of Examples 1 and 3, the product methyl 3,5-dibromo-4-(3-cyclopentyl-4-hydroxyphenylsulfonyl)phenylacetate, MP: 171°-173.5° C., (0.7 g) was purified and converted to 3,5-dibromo-4-(3-cyclopentyl-4-hydroxyphenylsulfonyl)phenylacetic acid, MP: 196°-198° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05284971 |
| Source dataset | uspto-grants-1994_02 |
| ORD ID | ord-1f09e4f539b94376bb42999d22300a2b |
| Source note | uspto-grants-1994_02 |