HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 3-(Aminomethyl)-5-chloroaniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 3-Amino-5-chlorobenzonitrile | HCID 11030024 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(Aminomethyl)-5-chloroaniline | HCID 13465099 | — |
Reaction Steps
To the solution of 3-amino-5-chlorobenzonitrile in THF at RT was added slowly borane methyl sulfide complex (2.5 eq.). The resulting reaction mixture was stirred at RT for 1 h and heated at reflux for 2 hrs. The reaction mixture was cooled to −30° C. and MeOH was added slowly to quench the reaction. Solvent was evaporated in vacuo after the reaction mixture was stirred at RT for 30 min. to give 3-amino-5-chlorobenzylamine, which was used without purification. LCMS (Method A) RT 0.16 min., MH30 157.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07612069B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-e1e144754ef54d269483f087bea6b7ff |
| Source note | uspto-grants-2009_11 |