HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → (1RS,5RS)-4-(4-chlorobenzyl)-1-methyl-6-oxa-bicyclo[3,2,0]heptane-5-carboxyamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-(4-Chlorobenzyl)-3-hydroxymethyl-3-methyl-2-oxocyclopentanecarboxylic acid methyl ester | HCID 67254012 | — |
| Reactant | (1RS,5RS)-4-(4-chlorobenzyl)-1-methyl-6-oxa-bicyclo[3,2,0]heptane-5-carbonitrile | HCID 86718265 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (1RS,5RS)-4-(4-chlorobenzyl)-1-methyl-6-oxa-bicyclo[3,2,0]heptane-5-carboxyamide | HCID 131734985 | — |
Reaction Steps
In 7 ml of tetrahydrofuran, 703 mg of Compound 5-1 obtained in Production Example 9 of Example 1 was dissolved. To the solution thus obtained, 7 ml of methanol and 5 ml of 25% aqueous solution of sodium hydride were added, and the resulting mixture was refluxed in hot water bath of 80° C. for 5 hours. After the reaction, the solvent was distilled away, and the residue was then mixed with water.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09278966B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-4a8da9353554476d861acadc75d6fed8 |
| Source note | uspto-grants-2016_03 |