HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → 1-[(4-Chlorobenzoyl)amino]cyclopropanecarboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Ethyl 1-[(4-chlorobenzoyl)amino]cyclopropanecarboxylate | HCID 58304106 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-[(4-Chlorobenzoyl)amino]cyclopropanecarboxylic acid | HCID 58304041 | 95% |
Reaction Steps
To ethyl 1-[(4-chlorobenzoyl)amino]cyclopropanecarboxylate (157 g, 0.58 mol) in 1,4-dioxane (2.4 L), add a solution of lithium hydroxide (123.05 g, 2.93 mol) in water (1.2 L). Stir the reaction mixture at ambient temperature for 4 hours and then concentrate it under reduced pressure. Dilute the mixture with water (1 L) and immerse it in an ice water bath. Adjust the pH to approximately 2 with aqueous 5N HCl. Filter the precipitate, wash the cake with water (3×1 L), and dry (50° C., vacuum oven) to give (132 g, 94%) the title compound as a white powder: MS (m/z): 240 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08299061B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-67b0bfc1b5e94bde8e68cd6ac29292a7 |
| Source note | uspto-grants-2012_10 |