HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(Bromomethyl)-3-(trifluoromethoxy)benzene → Methylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(Bromomethyl)-3-(trifluoromethoxy)benzene | HCID 737176 | — |
| Reactant | Methyl 1-(4-hydroxyphenyl)-5-oxopyrrolidine-3-carboxylate | HCID 2883518 | — |
| Reactant | HCID 68614760 | HCID 68614760 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Methylamine | HCID 6329 | — |
| Product | HCID 10024406 | HCID 10024406 | — |
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-trifluoromethoxybenzyl bromide giving the (RS)-5-oxo-1-[4-(3-trifluoromethoxy-benzyloxy)-phenyl]-pyrrolidine-3-carboxylic acid methyl ester as a white solid [40% of theory, MS: m/e=410 (M+H)+] which, thereupon, by treatment with methylamine in ethanol at 80° C. yields the (RS)-5-oxo-1-[4-(3-trifluoromethoxy-benzyloxy)-phenyl]-pyrrolidine-3-carboxylic acid methylamide. Yield: 59% of theory as a white powder. MS: m/e=409 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07122562B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-8571278a54414312888dfac4a31aea2b |
| Source note | uspto-grants-2006_10 |