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 1 M 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 | US08129416B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-02c4de786aed4f4b9f1579f5f6c8fcd7 |
| Source note | uspto-grants-2012_03 |