Bromine → HCID 131715688, compound

HRID 34662Notes

Reaction equation

HRID 34662 reaction equation
Cl.[N:2]1[CH:7]=[CH:6][CH:5]=[C:4]2[C:8](=[O:13])[CH2:9][CH2:10][CH2:11][CH2:12][C:3]=12.[Br:14]Br>Br>[BrH:14].[Br:14][CH:9]1[CH2:10][CH2:11][CH2:12][C:3]2=[N:2][CH:7]=[CH:6][CH:5]=[C:4]2[C:8]1=[O:13]

Participants

4

Reactant 2

HCID 24408BromineHCID 85891962HCID 85891962, compound

Product 1

HCID 131715688HCID 131715688, compoundYield 138%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent2×

Procedure

To a warm solution of 4.61 g (28.60 mmol) of 6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-one (Example 41) in 50 ml of 48% hydrobromic acid is added dropwise a solution of 5.00 g (31.28 mmol) of bromine in 10 ml of 48% hydrobromic acid. The solution is stirred at room temperature for 2 hours and then concentrated to an orange oil. Crystallization in 95% ethanol affords 6.93 g (75.5%) of 6-bromo-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-one, hydrobromide as a white solid; mp 193°-195° C.

Workup

  1. concentrationconcentrated to an orange oil
  2. customCrystallization in 95% ethanol

Sources & evidence

ORD record
ord-03227261c34644d399390c08012798c5
Source dataset
uspto-grants-1988_08
Patent number
US04762843

Reaction notes

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