Pyridine → HCID 59363368, compound
Reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].Cl.[CH3:9][CH:10]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12][C:11]1=[O:17].N1C=CC=CC=1>C(Cl)Cl>[C:1]([N:14]1[CH2:15][CH2:16][CH:10]([CH3:9])[C:11](=[O:17])[CH2:12][CH2:13]1)(=[O:3])[CH3:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Acetic anhydride (0.437 mL, 4.62 mmol) was added at 0° C. to a solution of 5-methyl-azepan-4-one hydrochloride (0.740 g, 3.08 mmol) in DCM (20 mL) and pyridine (0.25 mL, 3.08 mmol). The reaction mixture was stirred at RT for 8 hours before being partitioned between DCM and H2O. The organic layer was dried (Na2SO4), filtered, and evaporated. The crude residue was purified by SiO2 chromatography (100% EtOAc) to give 0.220 g of 1-acetyl-5-methyl-azepan-4-one (42% yield).
Workup
- custombefore being partitioned between DCM and H2O
- dry with materialThe organic layer was dried (Na2SO4)
- filtrationfiltered
- customevaporated
- customThe crude residue was purified by SiO2 chromatography (100% EtOAc)
Sources & evidence
- ORD record
- ord-586c668627534a8ba90fa8b694f9e74d
- Source dataset
- uspto-grants-2011_09
- Patent number
- US08012974B2
Reaction notes
Loading…