Carbon tetrabromide → HCID 86681714, compound

Participants

Reaction Steps

To a stirred solution of tert-butyl 2-(5-(N-(2-hydroxyethyl)methylsulfonamido)-1,3-dioxoisoindolin-2-yl)acetate (as obtained from Example 38, step 1, 1.12 g, 2.81 mmol) in DCM (20 ml), triphenylphosphine (0.958 g, 3.65 mmol) was added. After 10 minutes at room temperature under stirring, CBr4 (1.212 g, 3.65 mmol) was added, and the mixture was stirred at the same temperature for additional 14 hours. The volatiles were removed under vacuum and the crude was purified by chromatography on silica gel column (petroleum ether:ethyl acetate=7:3) affording tert-butyl 2-(5-(N-(2-bromoethyl)methylsulfonamido)-1,3-dioxoisoindolin-2-yl)acetate that crystallized on standing (0.980 g, 2.124 mmol, 76% yield).

Provenance & Evidence