HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formaldehyde → N-[3-(Aminomethyl)phenyl]-N-methylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | tert-butyl N-((3-aminophenyl)methyl)carbamate | HCID 10775412 | — |
| Reactant | Tert-butyl 3-(methylamino)benzylcarbamate | HCID 57763264 | — |
| Product | N-[3-(Aminomethyl)phenyl]-N-methylamine | HCID 2760940 | — |
Reaction Steps
Tert-butyl 3-aminobenzylcarbamate was converted to tert-butyl 3-(methylamino)benzylcarbamate following standard reductive amination conditions using formaldehyde and sodium cyanoborohydride. 3-(aminomethyl)-N-methylaniline was then generated by removal of the Boc protecting group by treatment with HCl (in methanol or dioxane) or trifluoroacetic acid in dichloromethane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08299267B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-0aca1f357e754aebb5652c1c94153a63 |
| Source note | uspto-grants-2012_10 |