HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formaldehyde → 3-{3-[(Benzyloxy)carbonyl]-5-oxo-1,3-oxazolidin-4-yl}propanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | L-Glutamic acid, N-((phenylmethoxy)carbonyl)- | HCID 70866 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-{3-[(Benzyloxy)carbonyl]-5-oxo-1,3-oxazolidin-4-yl}propanoic acid | HCID 561396 | — |
Reaction Steps
To 1 liter of toluene were added 300 g of DL-N-benzyloxycarbonylglutamic acid, 48 g of paraformaldehyde and 12 g of p-toluenesulfonic acid monohydrate, and azeotropic dehydration was then carried out for 1 hour. After completion of the reaction, the solvent was removed by distillation under reduced pressure, and the oily substance thus obtained was dissolved in 500 ml of ethyl acetate, after which the resulting solution was washed with water and then dried over anhydrous magnesium sulfate, and the solvent was removed by distillation under reduced pressure to obtain oily DL-3-benzyloxycarbonyl-4-(2-carboxyethyl)oxazolidin-5-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04610983 |
| Source dataset | uspto-grants-1986_09 |
| ORD ID | ord-323e31a975494d069d5ca4ba6f1a34ef |
| Source note | uspto-grants-1986_09 |