HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 1-hydroxy-1-cyclopropane carboxylate → HCID 59354788, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 1-hydroxy-1-cyclopropane carboxylate | HCID 2733178 | — |
| Reactant | HCID 59354817 | HCID 59354817 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59354788 | HCID 59354788 | 77.9% |
Reaction Steps
To a stirred solution of 2-(4-(quinolin-2-ylmethoxy)phenyl)acetyl chloride (2.0 g, 6.557 mmol) in DCM (50 mL), DMAP (1.4 g, 13.114 mmol) was added followed by methyl 1-hydroxycyclopropanecarboxylate (1.1 g, 9.836 mmol) under a nitrogen atmosphere at RT and the mixture was stirred for 14 h. After complete consumption of the starting material (by TLC), the reaction mixture was quenched with water (10 mL) and the aqueous layer was extracted with DCM (2×50 mL). The combined organic layers were washed with a saturated NaHCO3 solution (20 mL) and brine (20 mL), dried over anhydrous Na2SO4, filtered, and concentrated in vacuo to afford crude methyl 1-(2-(4-(quinolin-2-ylmethoxy)phenyl)acetoxy)cyclopropanecarboxylate (2.0 g,) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071595B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-f0d5d95fa2a3452ca935b8fe0dbca4c0 |
| Source note | uspto-grants-2011_12 |