HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(2-Acetyl-5-bromophenoxy)acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methyl 2-(2-acetyl-5-bromophenoxy)acetate | HCID 57419482 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(2-Acetyl-5-bromophenoxy)acetic acid | HCID 293753 | 92.8% |
Reaction Steps
To a solution of methyl 2-(2-acetyl-5-bromophenoxy)acetate (1.35 g, 4.5 mmol) in tetrahydrofuran:water=3:1 (20 mL) was added sodium hydroxide (400 mg, 10 mmol). The mixture was stirred at room temperature for 2 hours. The suspension was concentrated in vacuum and quenched with aqueous 1N hydrochloric acid (5 mL). The residue was taken up with water (50 mL) and extracted with dichloromethane (50 mL). The combined extract was dried over sodium sulphate, evaporated and purified by column chromatography (silica gel, dichloromethane/methanol=20:1) to give the product 2-(2-acetyl-5-bromophenoxy)acetic acid (1.14 g, 91%) as pale solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09051269B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-05f71feb0fb54e1c8c724635c487bc50 |
| Source note | uspto-grants-2015_06 |