Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | (4S,5R)-2,2,5-Trimethyl-1,3-dioxolane-4-carbonyl chloride | HCID 45081486 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69028019 | HCID 69028019 | 100% |
Reaction Steps
A flask was charged with 70 mL dry tetrahydrofuran, 3.17 g (17.7 mmol) (4S,5R)-2,2,5-trimethyl[1,3]dioxolane-4-carbonyl chloride, and the solution was cooled in a 0° C. bath. To this solution, 3.48 mL (31.9 mmol) benzyl amine was slowly added, and a precipitate formed immediately. The reaction mixture was stirred for 1 hour at 0° C. and 1 hour at room temperature. The reaction mixture was filtered through Celite to remove salts, and the tetrahydrofuran was removed under reduced pressure giving 4.41 g (100%) of the title compound as a yellow oil. No further purification was necessary. MS (APCI) (m+1)/z 250.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07196090B2 |
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| Source dataset | uspto-grants-2007_03 |
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| ORD ID | ord-ac013fdf325946b98f8bbbd88bca221d |
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| Source note | uspto-grants-2007_03 |
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