HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Azide → (S)-4-(2-azido-ethyl)-2,2-dimethyl-[1,3]dioxolane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | methanesulfonic acid 2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl ester | HCID 13194537 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (S)-4-(2-azido-ethyl)-2,2-dimethyl-[1,3]dioxolane | HCID 11457936 | 88.9% |
Reaction Steps
Step B To a solution of methanesulfonic acid 2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl ester (31.7 g, 0.14 mol) in N,N-dimethylformamide (200 mL) was added NaN3 (46 g, 0.71 mol). The reaction mixture was stirred at room temperature for 70 h. Then the mixture was partitioned between ethyl acetate and water. The organic layer was separated, washed with water, brine several times, dried over MgSO4, concentrated to give (S)-4-(2-azido-ethyl)-2,2-dimethyl-[1,3]dioxolane as a yellow oil (21.3 g, 88%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08354444B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-73b1249e5d7646cabcabf5963906cd6a |
| Source note | uspto-grants-2013_01 |