Hydrogen Bromide → 1-Benzyl-5-bromoazepan-4-one hydrobromide

HRID 1071992Notes

Reaction equation

HRID 1071992 reaction equation
Cl.[CH2:2]([N:9]1[CH2:15][CH2:14][CH2:13][C:12](=[O:16])[CH2:11][CH2:10]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[BrH:17].BrBr>C(O)(=O)C>[BrH:17].[CH2:2]([N:9]1[CH2:15][CH2:14][CH:13]([Br:17])[C:12](=[O:16])[CH2:11][CH2:10]1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 24408Bromine2×HCID 130720291-Benzylazepan-4-one hydrochloride

Product 1

HCID 223909031-Benzyl-5-bromoazepan-4-one hydrobromide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

175 g of (0.732 mol) 1-benzylhexahydroazepin-4-one hydrochloride IV are dissolved in 500 mL acetic acid. Upon addition of 100 mL of a saturated solution (30%) of hydrobromic acid in acetic acid, 37 mL (0.732 mol) of bromine are added dropwise at room temperature and with efficient stirring, whereby the brown color of bromine disappears.

Sources & evidence

ORD record
ord-73ab4486d02940f9b8bc136e934a56a2
Source dataset
uspto-grants-2005_06
Patent number
US06908926B1

Reaction notes

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