HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(Bromomethyl)-2-methoxybenzene → Methylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(Bromomethyl)-2-methoxybenzene | HCID 40308 | — |
| Reactant | Methyl 1-(4-hydroxyphenyl)-5-oxopyrrolidine-3-carboxylate | HCID 2883518 | — |
| Reactant | HCID 68614923 | HCID 68614923 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Methylamine | HCID 6329 | — |
| Product | HCID 10383487 | HCID 10383487 | — |
Reaction Steps
The title compound is prepared by alkylation of the (RS)-1-(4-hydroxyphenyl)-5-oxo-pyrrolidine-3-carboxylic acid methyl ester with 2-methoxybenzylbromide giving the (RS)-1-[4-(2-methoxy-benzyloxy)-phenyl]-5-oxo-pyrrolidine-3-carboxylic acid methyl ester as a light yellow oil [83% of theory, MS:m/e=355 (M+H)+ which, thereupon, by treatment with methylamine in ethanol at 80° C. yields the (RS)-1-[4-(2-methoxybenzyloxy)-phenyl]-5-oxo-pyrrolidine-3-carboxylic acid methylamide. Yield: 47% of theory as a white solid. MS: m/e=355 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07122562B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-76c5059278ea4582810e7dcd1ec1a5c2 |
| Source note | uspto-grants-2006_10 |