HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-4-(2-azido-ethyl)-2,2-dimethyl-[1,3]dioxolane → 2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethan-1-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-4-(2-azido-ethyl)-2,2-dimethyl-[1,3]dioxolane | HCID 11457936 | — |
| Catalyst | Adams' catalyst | HCID 345198 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethan-1-amine | HCID 28293777 | 88% |
Reaction Steps
Step C A suspension of (S)-4-(2-azido-ethyl)-2,2-dimethyl-[1,3]dioxolane as a yellow oil (18.7 g, 0.11 mol) and PtO2 (2.5 g) in ethyl acetate (100 mL) was vigorously shaken in a Parr under atmosphere of H2 (50 psi) for 18 h. The mixture was filtered through a short pad of celite. The filtrate was concentrated to give 2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethylamine as a colorless oil (14 g, 88%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08354444B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-6b3a500e8c89462d8452648649ebde7c |
| Source note | uspto-grants-2013_01 |