HuagongsheHuagongshe Chemistry Print Report · For research reference only
Citric Acid → 2-(4-Benzyloxy-benzoylamino)-2-methyl-propionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | 2-(4-Benzyloxy-benzoylamino)-2-methyl-propionic acid methyl ester | HCID 57855673 | — |
| Solvent | Methanol tetrahydrofuran water | HCID 21892291 | — |
| Product | 2-(4-Benzyloxy-benzoylamino)-2-methyl-propionic acid | HCID 57855664 | 90.4% |
Reaction Steps
LiOH (38.5 mg, 0.9 mmol) was added to a stirred solution of 2-(4-benzyloxy-benzoylamino)-2-methyl-propionic acid methyl ester (200 mg, 0.6 mmol) in THF:MeOH:H2O (3:1:1, 3.5 mL), and the resulting mixture was stirred at room temperature for 4 hrs. The reaction mixture was concentrated under reduced pressure to get the residue. Cold water was then added, acidified it with aqueous citric acid solution and extracted with EtOAc. The organic phase was dried over Na2SO4 and concentrated under reduced pressure to afford 170 mg (90% yield) of 2-(4-benzyloxy-benzoylamino)-2-methyl-propionic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07842696B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-e4d29fc592ca44b9a4a7ba6f89b4fc97 |
| Source note | uspto-grants-2010_11 |