HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → (5-Methyl-2,4-dioxo-1,3-thiazolidin-5-yl)acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Methyl 2-(5-methyl-2,4-dioxothiazolidin-5-yl)acetate | HCID 86707725 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (5-Methyl-2,4-dioxo-1,3-thiazolidin-5-yl)acetic acid | HCID 3240161 | 92.2% |
Reaction Steps
To a solution of Compound 1e (0.18 g, 0.86 mmol) in THF (8 mL) was added 1 M LiOH (2.6 mL, 2.6 mmol) at rt. After 5 h, the organic solvent was evaporated under reduced pressure and the resultant aqueous layer was diluted with water and acidified by the addition of 1 N HCl solution to pH ˜2. The solution was extracted with EtOAc (2×) and the combined extracts were dried (Na2SO4), filtered and concentrated under reduced pressure to afford Compound 1a (150 mg, 92%) as a white solid. LCMS=0.67 min using analytical method (B), 189.9 (M+H). 1H NMR (400 MHz, CD3OD) δ 3.15-2.89 (m, 2H), 1.72 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680090B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-47f1c5b8310542b0b200660bd3e8437b |
| Source note | uspto-grants-2014_03 |