Sodium Hydroxide → HCID 86622950, compound

Participants

Reaction Steps

[3-(tert-Butyl-dimethyl-silanyloxymethyl)-4-chloro-benzyl]-(2,2-difluoro-ethyl)-carbamic acid tert-butyl ester (4.35 g, 9.67 mmol) was suspended in MeOH (100 mL), and aq. 1M NaOH (50 mL) was added. The mixture was heated to reflux for 3 h, and the solvents were partially removed under reduced pressure. The aq. residue was diluted with water (100 mL), and the mixture was extracted with EtOAc (3×). The combined org. extracts were washed with brine, dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the crude by FC (EtOAc/heptane 2:8→3:7) yielded the title compound (2.70 g, 83%). LC-MS: tR=0.99 min; ES+: 302.96.

Provenance & Evidence