HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → 2-(4-(Tert-butoxycarbonyl)phenyl)acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Tert-butyl 4-((methoxycarbonyl)methyl)benzoate | HCID 57611856 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(4-(Tert-butoxycarbonyl)phenyl)acetic acid | HCID 59854518 | 90.6% |
Reaction Steps
A solution of 4.2 g (16.78 mmol) of tert-butyl 4-(2-methoxy-2-oxoethyl)benzoate in 50 ml of water and 50 ml of THF is mixed with 0.8 g (33.6 mmol) of lithium hydroxide and stirred at room temperature for 1 hour. The phases are separated and the aqueous phase is adjusted to pH 3 with 2 M hydrochloric acid. It is extracted with ethyl acetate. The organic phase is then washed with sodium chloride solution, dried over sodium sulphate and evaporated. 3.6 g (15.2 mmol, 87% yield) of the title compound are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08609727B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-82a26dd3524d423295cd878441a65f93 |
| Source note | uspto-grants-2013_12 |