HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(2-Benzyloxy-6-methoxy-phenyl)-5,5-dimethyl-oxazolidin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Propanamide, 2-hydroxy-2-methyl- | HCID 83059 | — |
| Reactant | 2-(Benzyloxy)-6-methoxybenzaldehyde | HCID 3735479 | — |
| Solvent | Heptane | HCID 8900 | — |
| Product | 2-(2-Benzyloxy-6-methoxy-phenyl)-5,5-dimethyl-oxazolidin-4-one | HCID 66789321 | 61% |
Reaction Conditions
| Temperature | 240 °C |
|---|
Reaction Steps
A mixture of commercially available 2-hydroxyisobutyramide (638.5 mg, 3 eq), 2-benzyloxy-6-methoxy-benzaldehyde (500 mg) (Katritzky A. R. et al ARKIVOC 2001, 2, 3, 3-12) is heated at 240° C. for 5 min using microwave irradiation (Lecolier S. et al Chimica Therapeutica 1969, 4,6, 437-445). The crude oil is poured into water and extracted with DCM. The combined organic extracts are dried (MgSO4), filtered and concentrated to yield a crude oil. FC (EN n-heptane: 1/1 to 1/0) gives the title compound as a yellow solid (0.41 g, 61%); LC-MS: tR=0.65 min; [M+H]+=328.22.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08329706B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-982df8d48a9c49419754f9e376e5ac33 |
| Source note | uspto-grants-2012_12 |