HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-[5-(Hydroxymethyl)-2-thienyl]acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Methyl 2-[5-(hydroxymethyl)-2-thienyl]acetate | HCID 58181316 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-[5-(Hydroxymethyl)-2-thienyl]acetic acid | HCID 82885627 | — |
Reaction Steps
To a solution of methyl 2-[5-(hydroxymethyl)-2-thienyl]acetate in tetrahydrofuran (10 mL) and methanol (10 mL) was added 1 N aqueous solution of lithium hydroxide (11.83 mL) and the resulting solution was stirred at room temperature for 4 h. The reaction mixture was cooled to 0° C. and acidified to pH 1 with 2 N aqueous solution of HCl. The solution was concentrated in vacuo and the residue partitioned between ethyl acetate (30 mL) and water (30 mL). The organic phases were dried over magnesium sulfate, filtered and concentrated in vacuo to give the title compound as an orange solid (1.02 g, quantitative yield) which was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133185B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-b96ccffbaeeb4ef8898c09f10211e455 |
| Source note | uspto-grants-2015_09 |