1-Benzylazepan-4-one hydrochloride → 1-benzyl-5-chloro-2,3,6,7-tetrahydro-1H-azepine-4-carbaldehyde hydrochloride

HRID 400114Notes

Reaction equation

HRID 400114 reaction equation
[ClH:1].[CH2:2]([N:9]1[CH2:15][CH2:14][CH2:13][C:12](=O)[CH2:11][CH2:10]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.CN(C)[CH:19]=[O:20].P(Cl)(Cl)([Cl:24])=O>C(Cl)Cl>[ClH:24].[CH2:2]([N:9]1[CH2:15][CH2:14][C:13]([CH:19]=[O:20])=[C:12]([Cl:1])[CH2:11][CH2:10]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 130720291-Benzylazepan-4-one hydrochlorideHCID 13765457DMF Phosphorus oxychloride

Product 1

HCID 189435411-benzyl-5-chloro-2,3,6,7-tetrahydro-1H-azepine-4-carbaldehyde hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Prepared from 1-benzylhexahydro-4-azepinone hydrochloride by reaction with dimethylformamide/phosphorus oxychloride in methylene chloride at 20°-35° C.

Sources & evidence

ORD record
ord-ade65bfcd2d1453199638053f587eedf
Source dataset
uspto-grants-1998_10
Patent number
US05827849

Reaction notes

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