HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylamine → HCID 22731316, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Hexachloroacetone | HCID 8303 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | HCID 22731315 | HCID 22731315 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22731316 | HCID 22731316 | 84% |
Reaction Steps
A stirred, cooled (−78° C.) solution of 3-(5-bromo-3,3-dimethyl-2,3-dihydro-benzofuran-7-yl)-propionic acid (Intermediate 77, 0.7 g, 2.34 mmol) and triphenyl phosphine (0.74 g, 2.81 mmol) in anhydrous benzene (10 mL) and dichloromethane (20 mL) was treated with hexachloroacetone (0.178 mL, 1.17 mmol). After 1 h, a 2M solution of dimethyl amine in tetrahydrofuran (3 mL, 6 mmol) was added. After 1 h, the reaction mixture was evaporated in vacuo to a brown oil which was subjected to flash column chromatography using 40% ethyl acetate in hexane as the eluent to afford the title compound (0.65 g, 84%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06720423B2 |
| Source dataset | uspto-grants-2004_04 |
| ORD ID | ord-93c76a0c81724ea7bb0b090d46e559e1 |
| Source note | uspto-grants-2004_04 |