Hydrogen Bromide → HCID 22905643, compound

Participants

Reaction Conditions

Reaction Steps

In a round-bottom flask fitted with a reflux condenser were placed 19 (6 g, 20.8 mmol) and 49% hydrobromic acid (100 mL), and the mixture was heated at 100° C. for 18 h under a nitrogen atmosphere, and then cooled. The hydrobromic acid was removed under reduced pressure, and the resulting solid was washed with hexanes to yield 5-hydroxy-3,3,4,6-tetramethylindoline hydrobromide (5.2 g, 92% yield) as a colorless solid. Spectral data: 1H NMR (CD3OD): δ 1.50 (s, 6H), 2.25 (s, 3H), 2.30 (s, 3H), 3.50 (s, 2H), 7.00 (s, 1H); 13C NMR (CD3OD): δ 12.0, 17.1, 26.6, 44.6, 59.9, 119.2, 123.2, 126.7, 127.1, 140.6, 156.2.

Provenance & Evidence