Bromine → Ethyl 4-bromo-5-oxo-azepan-1-carboxylate

HRID 1916658Notes

Reaction equation

HRID 1916658 reaction equation
[Br:1]Br.[O:3]=[C:4]1[CH2:10][CH2:9][CH2:8][N:7]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:6][CH2:5]1>C(Cl)(Cl)Cl>[Br:1][CH:10]1[C:4](=[O:3])[CH2:5][CH2:6][N:7]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:8][CH2:9]1

Participants

4

Reactant 2

HCID 24408BromineHCID 126660861-Carbethoxyazepan-4-one

Product 1

HCID 69077672Ethyl 4-bromo-5-oxo-azepan-1-carboxylate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

79.9 g (500 mmol) bromine are added to a solution of 92.7 g (500 mmol) ethyl 4-oxo-azepan-1-carboxylate in 350 mL chloroform and the reaction is stirred overnight. The reaction solution is washed three times with saturated NaHCO3 solution, the organic phase is dried over Na2SO4 and the solvent is eliminated i.vac. The product is further reacted without purification.

Workup

  1. washThe reaction solution is washed three times with saturated NaHCO3 solution
  2. dry with materialthe organic phase is dried over Na2SO4
  3. customThe product is further reacted without purification

Sources & evidence

ORD record
ord-63e32abae72c465e8dd59df4242f83a8
Source dataset
uspto-grants-2013_12
Patent number
US08618132B2

Reaction notes

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