HCID 274446, compound → 2,2-DiMethylcyclohexanaMine

Temperature

60 °C

In a dry 50 mL 3-neck round-bottomed flask, 2,2-dimethylcyclohexanone oxime (0.235 g, 1.66 mmol) was dissolved in THF (10 mL). Lithium aluminum hydride (1.0 M solution in THF, 4.0 mL, 4.0 mmol) was added dropwise over 15 min at room temperature. The reaction mixture was stirred at 60° C. overnight then cooled to room temperature and carefully quenched with 10 mL of saturated aqueous Rochelle-salt solution. The biphasic mixture was stirred at room temperature overnight then extracted with 2×50 mL of CH2Cl2. The combined organic layers were dried over Na2SO4, filtered, and concentrated to provide 151 mg (71%) of 2,2-dimethylcyclohexylamine as a yellow oil which was used without further purification.

1. temperaturethen cooled to room temperature
2. customcarefully quenched with 10 mL of saturated aqueous Rochelle-salt solution
3. stirringThe biphasic mixture was stirred at room temperature overnight
4. extractionthen extracted with 2×50 mL of CH2Cl2
5. dry with materialThe combined organic layers were dried over Na2SO4
6. filtrationfiltered
7. concentrationconcentrated

ORD record

ord-256c7606149d40fc8edc1cdc4e1bc98e

Source dataset

uspto-grants-2012_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08329699B2