(1S,2S)-2-METHYLAMINO-CYCLOHEXANOL synthesis
- Product Name:(1S,2S)-2-METHYLAMINO-CYCLOHEXANOL
- CAS Number:21651-84-3
- Molecular formula:C7H15NO
- Molecular Weight:129.2
Yield:21651-84-3 208 g (81%)
Steps:
1.s trans-N-Methyl-2-(1-pyrrolidinyl)cyclohexanamine
Cyclohexene oxide (Aldrich Chemical Co., Milwaukee, Wis., USA, 196.3 g, 2 mol) was added dropwise to a 25% solution of aqueous methylamine (745 ml, 6 mol) with stirring and cooling over a period of one hour. During this time, the temperature of the mixture reached 46° C. The resulting mixture was stirred at room temperature overnight, and then heated under reflux for three hours. The mixture was then cooled in an ice-bath and saturated with solid NaOH, extracted four times with 200-ml portions of ether, dried over anhydrous magensium sulfate, and evaporated to dryness. The crude product was distilled under water vacuum to yield 208 g (81%) of trans-2-(methylamino)cyclohexanol, bp 118° C. (water vacuum).
References:
US4663343,1987,A
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