8-bromo-5,6-dihydro-1H-pyrrolo[3,2,1-ij]quinolin-4(2H)-one synthesis
- Product Name:8-bromo-5,6-dihydro-1H-pyrrolo[3,2,1-ij]quinolin-4(2H)-one
- CAS Number:57368-91-9
- Molecular formula:C11H10BrNO
- Molecular Weight:252.11
57369-32-1
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Yield:57368-91-9 91%
Reaction Conditions:
with N-Bromosuccinimide in N,N-dimethyl-formamide at 0; for 2 h;
Steps:
7
To a solution of 1,2,5,6-tetrahydro-pyrrolo[3,2,1-ij]quinolin-4-one (10.0 g, 55.8 mmol) in 100 ml dry DMF was added dropwise a solution of N-bromosuccinimide (10.4 g, 58.6 mmol) in 150 ml dry DMF at 0° C. The mixture was stirred at 0° C. for 2 h, then 400 ml water was added and the solution was extracted with ethyl acetate (3×150 ml). The organic phase was washed with water (2×200 mL), then dried over MgSO4 and evaporated, affording a yellow solid, which was purified by crystallization from acetone/ether providing pure 8-bromo-1,2,5,6-tetrahydro-pyrrolo[3,2,1-ij]quinolin-4-one (12.8 g, 50.8 mmol, 91%) as pale yellow needles.
References:
US2011/112067,2011,A1 Location in patent:Page/Page column 32
496-15-1
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64140-62-1
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22190-33-6
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