Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triethylamine hydrochloride | HCID 11130 | — |
| Reactant | 1,3,2-Dioxaphosphorinane, 2-chloro-5,5-dimethyl- | HCID 75508 | — |
| Reactant | HCID 19768353 | HCID 19768353 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57072383 | HCID 57072383 | 97.3% |
Reaction Steps
A solution of 3.03 grams (18.0 mmol) of 2-chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane in 10 ml of tetrahydrofuran is added over ten minutes to a solution of 8.00 grams (18.0 mmol ) of 4-dodecylamino-1-alpha-methylbenzyloxy2,2,6,6-tetramethylpiperidine, 1.91 grams (18.9 mmol) of triethylamine, and 25 ml of tetrahydrofuran. The reaction temperature increases from 20° C. to 30° C. during the addition, and triethylamine hydrochloride precipitates from solution. The reaction mixture is stirred at ambient temperature for two hours. The precipitate is removed by filtration, and the filtrate is concentrated at reduced pressure. Residual volatiles are removed by Kugelrohr distillation (at 100° C./0.2 mm) to afford 10.1 grams (97% yield) of the title compound as a viscous oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05021481 |
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| Source dataset | uspto-grants-1991_06 |
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| ORD ID | ord-271e4c914c294ae1bee6076a53e8eaad |
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| Source note | uspto-grants-1991_06 |
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