Water → 1-(4-(Aminomethyl)phenyl)cyclohexanol

Participants

Reaction Steps

355 mg (3.16 mmol) KOtBu and 14 μl (0.79 mmol) H2O were added to a solution of 386 mg (0.79 mmol) tert-butyl 4-(1-hydroxycyclohexyl)benzylcarbamate in 3.9 ml THF. Refluxed for 2 h. Cooled to r.t. The reaction was quenched with NH4Cl (sat.) and the pH was adjusted to 10-11 with 2 M NaOH. The mixture was extracted 3 times with EtOAc. The organic phase was dried (MgSO4) and concentrated. Gave 164 mg (quant. yield). Used directly in the next step.

Provenance & Evidence