HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 1-(4-Bromothiophen-2-yl)-N-methylmethanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-Bromothiophene-2-carbaldehyde | HCID 87792 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | Methylamine hydrochloride | HCID 6364545 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-(4-Bromothiophen-2-yl)-N-methylmethanamine | HCID 42282034 | 79% |
Reaction Steps
10.6 g of 4-bromothiophene-2-carbaldehyde are dissolved in 100 mL of acetonitrile, and 11.8 g of methylamine hydrochloride and 6.28 g of sodium cyanoborohydride are added. The reaction mixture is stirred overnight at room temperature. The reaction is stopped with 1M sodium hydroxide solution. After evaporating off the solvents, the residue is chromatographed on silica gel (7/3 heptane/ethyl acetate). 8.19 g of (4-bromothiophen-2-ylmethyl)methylamine are obtained. Yield=79%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08513297B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-63fe312434bb4771a562af49949cc940 |
| Source note | uspto-grants-2013_08 |