HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → Hexane ethanol diethylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | 1-(2-Methylpyrimidin-5-yl)ethanamine | HCID 55283831 | — |
| Product | Hexane ethanol diethylamine | HCID 21881120 | — |
| Product | (R)-1-(2-Methyl-5-pyrimidinyl)ethanamine | HCID 55281681 | — |
| Product | (S)-1-(2-methylpyrimidin-5-yl)ethanamine | HCID 58103572 | — |
Reaction Steps
Racemic 1-(2-methylpyrimidin-5-yl)ethanamine (2.78 g, 20.3 mmol) was resolved by chiral HPLC (sample preparation: sample was dissolved in 4 mL EtOH (heated) and 8 mL hexane was added). HPLC conditions: CHIRALPAK AD-H column at 0° C. [ice-bath], 20×250 mm, hexane/EtOH/Et2NH [85:15:0.03] at 20 mL/min, UV detection at 230 nm) to yield (S)-1-(2-methylpyrimidin-5-yl)ethanamine (1.19 g, >99% ee) and (R)-1-(2-methylpyrimidin-5-yl)ethanamine (1.16 g, >99% ee).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08076345B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-203767d19294425a8c94562c6b0cbe45 |
| Source note | uspto-grants-2011_12 |