HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(Benzyloxy)butanoic acid → HCID 11142747, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(Benzyloxy)butanoic acid | HCID 562201 | — |
| Reactant | (S)-4-Benzyl-2-oxazolidinone | HCID 736225 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 11142747 | HCID 11142747 | 98.2% |
Reaction Steps
4-Benzyloxybutyric acid (238 g), (S)-4-benzyl-2-oxazolidinone (217 g) and chloroform (1300 mL) were mixed. After an addition of 4-dimethylaminopyridine (45 g) and WSC.HCl (282 g) to the mixture at ice temperature, the resulting mixture was stirred at RT overnight. The reaction mixture was concentrated in vacuo and toluene (2 L) was poured into the residue. The mixture was washed with 1 N hydrochloric acid (1.5 L), saturated aqueous sodium bicarbonate (2 L) and brine (1.5 L), then dried over sodium sulfate. The sodium sulfate was filtered off and the filtrate was concentrated in vacuo to give the title compound (424.8 g) as a crude product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08604069B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-de5617940ad94ae182762b8552cdf1db |
| Source note | uspto-grants-2013_12 |