HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 86670528, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (3S)-pyrrolidin-3-ol | HCID 2733874 | — |
| Reactant | 2,2-Dimethylpropyl carbonochloridate | HCID 3352185 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86670528 | HCID 86670528 | — |
Reaction Steps
To a mixture of dichloromethane (5 mL) and water (5 mL) was added sodium bicarbonate (0.96 g, 11 mmol), followed by (3S)-pyrrolidin-3-ol (1.00 g, 11.5 mmol). Neopentyl chloroformate (1.71 mL, 11.5 mmol) was then added dropwise, and the resulting suspension was stirred at room temperature for 1.5 hours. Chromatography over silica gel, eluting with hexanes/ethyl acetate, afforded the title compound. 1H NMR (500 MHz, CDCl3) δ 4.50 (br s, 1H), 3.81-3.77 (m, 2H), 3.59-3.41 (m, 4H), 2.07-1.96 (m, 2H), 1.75-1.72 (m, 1H), 0.97 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08361994B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-7e4169f6dfa94c679a25563995872415 |
| Source note | uspto-grants-2013_01 |