Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyl isocyanate | HCID 62412 | — |
| Reactant | (3S)-pyrrolidin-3-ol | HCID 2733874 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 70664378 | HCID 70664378 | — |
Reaction Steps
To a dichloromethane (200 mL) and diethyl ether (200 mL) solution of (S)-3-hydroxypyrrolidine (19.8 mL, 244 mmol) and triethylamine (45.0 mL, 323 mmol) at 0° C. was added tert-butyl isocyanate (28.0 mL, 245 mmol). The reaction mixture was stirred for 1 hour at 0° C., filtered, and concentrated in vacuo to afford the title compound as a white solid. This crude product was used in the subsequent step without further purification. 1H NMR (500 MHz, CDCl3) δ 4.50-4.45 (m, 1H), 3.50-3.34 (m, 4H), 2.08-1.93 (m, 2H), 1.35 (s, 9H); LC-MS: m/z 187.3 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08361994B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-e66142ce36ac414fa366e09235bc546d |
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| Source note | uspto-grants-2013_01 |
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