Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chloro-1,3,2-dioxaphospholane 2-oxide | HCID 81087 | — |
| Reactant | 3-methoxy-2-(N-methyl-octadecylamino)propanol | HCID 19897840 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 86745864 | HCID 86745864 | 39% |
Reaction Steps
Compound of the formula Ia wherein R1 =CH3, R2 =C18H37, R3 =CH3, ##STR12## 2 g (5 mmol) of 3-methoxy-2-(N-methyl-octadecylamino)propanol (IIa) and 3 ml of triethylamine were dissolved in 20 ml of dry benzene, and the mixture was cooled to 5° C. under nitrogen circulation. 1 g (7 mmol) of 2-chloro-2-oxo-1,3,2-dioxaphospholane in 4 ml of benzene was added under stirring, and stirring was continued overnight. The amino salt was filtered off and washed with benzene. The filtrate was evaporated to dryness under reduced pressure. The residue was dissolved in 20 ml of dry methyl cyanide and transferred to a reactor. 20 ml of methyl cyanide, saturated with gaseous trimethylamine, was added, and the mixture was heated at 65° C. for 24 hours. A solid separated on cooling. It was filtered off and chromatographed on silica gel (eluent chloroform:methanol 90:10, then 70:30 by volume, then methanol) to yield 1.1 g (39%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05116992 |
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| Source dataset | uspto-grants-1992_05 |
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| ORD ID | ord-a498470fd4a24a8689218fa5a7b6b689 |
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| Source note | uspto-grants-1992_05 |
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