Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Diethyl chlorophosphate | HCID 13139 | — |
| Reactant | HCID 20443617 | HCID 20443617 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 54489747 | HCID 54489747 | — |
Reaction Steps
4-Methyl-1-anthrol (0.01 mole), triethylamine (0.01 mole) tetrahydrofuran (25 ml) and toluene (25 ml) are charged into a glass reaction vessel equipped with a mechanical stirrer and thermometer. The mixture is cooled to a temperature of about 0° C. and O,O-diethyl chloridophosphate (0.01 mole) dissolved in toluene (25 ml) is added with stirring over a period of about 30 minutes. After the addition is completed the reaction mixture is allowed to warm to room temperature and stirring is continued for a period of about 16 hours. After this time the reaction mixture is filtered to remove triethylamine hydrochloride. The filtrate is then washed with water, dried over anhydrous magnesium sulfate and stripped of solvents leaving a residue. This residue is subjected to flash chromatography using ethyl acetate as the eluant to yield the desired product O,O-diethyl O-(4-methyl-1-anthryl) phosphate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04474776 |
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| Source dataset | uspto-grants-1984_10 |
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| ORD ID | ord-0714463a518c49e3aebf2ee12381af93 |
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| Source note | uspto-grants-1984_10 |
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