HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → methyl N-(2-chloro-5-cyanomethylbenzyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | methyl N-(5-bromomethyl-2-chlorobenzyl)carbamate | HCID 22645123 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | methyl N-(2-chloro-5-cyanomethylbenzyl)carbamate | HCID 12151315 | 69.3% |
Reaction Steps
2.3 g of the methyl N-(5-bromomethyl-2-chlorobenzyl)carbamate obtained in Reference Example 3 was dissolved in 20 ml of N,N-dimethylformamide, and 0.43 g of sodium cyanide was added thereto at 0° C. Stirring was carried out at 0° C. for 1 hour, and stirring was carried out further for 4 hours at room temperature, then water was added to the reaction mixture, extraction with ethyl acetate was carried out, and the organic solvent was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained crude crystals were washed with hexane to obtain 1.3 g of methyl N-(2-chloro-5-cyanomethylbenzyl)carbamate as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06812229B1 |
| Source dataset | uspto-grants-2004_11 |
| ORD ID | ord-a9ec752451f644f3b4de74b0f20d79a4 |
| Source note | uspto-grants-2004_11 |