HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diazomethane → Methyl 2,2-dimethylbut-3-ynoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diazomethane | HCID 9550 | — |
| Reactant | 2,2-Dimethylbut-3-ynoic acid | HCID 13905647 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | Methyl 2,2-dimethylbut-3-ynoate | HCID 15186997 | 118.4% |
Reaction Steps
To a solution of diazomethane (˜10 g) in ether (400 mL) was added dropwise 2,2-dimethyl-but-3-ynoic acid (10.5 g, 93.7 mmol) at 0° C. The mixture was warmed to room temperature and stirred overnight. The mixture was distilled under atmospheric pressure to give crude methyl 2,2-dimethylbut-3-ynoate (14 g), which was used directly in the next step. 1H NMR (400 MHz, CDCl3) δ 3.76 (s, 3H), 2.28 (s, 1H), 1.50 (s, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598181B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-2a78e84fba0a41a7aa1891b99c582dbd |
| Source note | uspto-grants-2013_12 |