Sodium Hydroxide → HCID 178453942, compound

Participants

Reaction Steps

To a solution of cis-(4-carbamoyl-cyclohexyl)-carbamic acid tert-butyl ester obtained in step B of example 2332 (9.68 g, 40 mmol) in THF (100 mL) was added a solution of 1 M BH3 in THF (80 mL, 80 mmol) over 30 min. The mixture was stirred at reflux for 2 hr. After cooling the reaction mixture to ambient temperature, 1 M aqueous sodium hydroxide was carefully added. The solvents were removed under reduced pressure and the aqueous layer was extracted with CH2Cl2 (twice). The organic layer was dried over sodium sulfate and concentrated under reduced pressure to give cis-(4-aminomethyl-cyclohexyl)-carbamic acid tert-butyl ester as colorless oil (5.16 g, 57%).

Provenance & Evidence