HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-Chlorobenzo[b]thiophene-3-methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | 3-(Bromomethyl)-5-chloro-1-benzothiophene | HCID 2779857 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 5-Chlorobenzo[b]thiophene-3-methanol | HCID 2776136 | — |
Reaction Steps
A solution of 3-bromomethyl-5-chlorobenzothiophene (2.5 g, 9.56 mmol) and potassium acetate (1.96 g, 20 mmol) in 1M NaOH (40 mL) and dioxane (40 mL) was heated to reflux for 24 hours, adjusted to pH<7with 1M HCl, and extracted with ethyl acetate (3×). The combined extracts were washed with brine, concentrated, and purified by flash column chromatography on silica gel with 50% ethyl acetate/hexanes to provide the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07504512B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-bf503cb461c64ebc88b8beab3808c3c6 |
| Source note | uspto-grants-2009_03 |