HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzonitrile, 3-(bromomethyl)- → Methylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzonitrile, 3-(bromomethyl)- | HCID 97249 | — |
| Reactant | Methyl 1-(4-hydroxyphenyl)-5-oxopyrrolidine-3-carboxylate | HCID 2883518 | — |
| Reactant | HCID 86592633 | HCID 86592633 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Methylamine | HCID 6329 | — |
| Product | HCID 10450478 | HCID 10450478 | — |
Reaction Steps
The title compound is prepared by alkylation of the (RS)-1-(4-hydroxyphenyl)-5-oxo-pyrrolidine-3-carboxylic acid methyl ester with 3-cyanobenzyl bromide giving the (RS)-1-[4-(3-cyano-benzyloxy)-phenyl]-5-oxo-pyrrolidine-3-carboxylic acid methylester as a light yellow solid [69% of theory, MS: m/e=351 (M+H)+] which, thereupon, by treatment with methylamine in ethanol at 80° C. yields the (RS)-1-[4-(3-cyano-benzyloxy)-phenyl]-5-oxo-pyrrolidine-3-carboxylic acid methylamide. Yield: 79% of theory as a white powder. MS: m/e=350 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07122562B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-e61d9998cf964118a15dfd5de1791ee0 |
| Source note | uspto-grants-2006_10 |