Azepane-2,4-dione → 4-Methoxyazepan-2-one

HRID 977945

Reaction equation

HRID 977945 reaction equation
[O:1]=[C:2]1[CH2:8][C:7](=[O:9])[CH2:6][CH2:5][CH2:4][NH:3]1.[CH:10]([O-])([O-])OC>C1(C)C=CC(S(O)(=O)=O)=CC=1>[CH3:10][O:9][CH:7]1[CH2:6][CH2:5][CH2:4][NH:3][C:2](=[O:1])[CH2:8]1

Participants

4

Reactant 2

HCID 20204020Azepane-2,4-dioneHCID 53629101Methylorthoformate

Product 1

HCID 190438224-Methoxyazepan-2-oneYield 63.8%

Reagents, catalysts & solvents 1

HCID 6101p-Toluenesulfonic acidCatalyst

Procedure

2,4-Dioxohexahydroazepine (4.57 g), methyl orthoformate (8.15 g) and p-toluenesulfonic acid (215 mg) are treated in the same manner as described in Example 1-(1) to give 4-methoxy-2,4,6,7-tetrahydroazepine-2-one (3.24 g, 63.8%) as colorless prisms. m.p. 70°-73° C.

Sources & evidence

ORD record
ord-8c9355e9166245eca042c98c42a6e8d5
Source dataset
uspto-grants-1987_05
Patent number
US04663319

Linked notes

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