HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-[(5,6-Dihydro-[1,4,2]dioxazin-3-yl)-methoxyimino-methyl]-benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl morpholine oxide | HCID 82029 | — |
| Reactant | (ortho-chloromethylphenyl) (5,6-dihydro-[1,4,2]dioxazin-3-yl)methanone O-methyl oxime | HCID 72952368 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-[(5,6-Dihydro-[1,4,2]dioxazin-3-yl)-methoxyimino-methyl]-benzaldehyde | HCID 54296312 | 76% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
19.5 g (0.14 mol) of N-methylmorpholine N-oxide are added to a solution of 15 g (0.056 mol) of (2-chloromethyl-phenyl)-(5,6-dihydro-[1,4,2]dioxazin-3-yl)-methanone O-methyl oxime in 150 ml of dimethylformamide and the mixture is stirred at 120° C. for 2 hours. After cooling, the mixture is poured into 1000 ml of water and extracted three times with 200 ml of ethyl acetate each time. The combined organic phases are dried over magnesium sulphate and concentrated under reduced pressure. The residue is stirred with diisopropyl ether and the solid formed is filtered off with suction. 10.5 g (76% of theory) of 2-[(5,6-dihydro-[1,4,2]dioxazin-3-yl)-methoxyimino-methyl]-benzaldehyde are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06420362B1 |
| Source dataset | uspto-grants-2002_07 |
| ORD ID | ord-55ce8ac9ef244f81b2349ddb2fb10a33 |
| Source note | uspto-grants-2002_07 |