Formamide → HCID 57188869, compound

HRID 1075201Notes

Reaction equation

HRID 1075201 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][C:10]([CH2:12][CH3:13])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([NH2:16])=O>C(O)=O>[CH2:12]([CH:10]([NH2:16])[CH2:9][CH2:8][CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH3:13]

Participants

4

Reactant 2

HCID 713FormamideHCID 1009106-Phenylhexan-3-one

Product 1

HCID 57188869HCID 57188869, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

Ethyl magnesium bromide was reacted with 4-phenylbutylnitrile to provide ethyl 3-phenylpropyl ketone. The ketone was reacted with formamide and formic acid to afford 1-ethyl-4-phenylbutylamine. Methylation of the amine by reaction with formaldehyde and formic acid provided N,N-dimethyl-1-ethyl-4-phenylbutylamine. Quaternization of 6.2 g. of the dimethylamine according to the procedure of Example 62 afforded 6.56 g. of N,N,N-Trimethyl-1-ethyl-4-phenylbutylammonium bromide. M.P. 183°-185° C.

Sources & evidence

ORD record
ord-ccda9c2d095f444e93afaf0502549b69
Source dataset
uspto-grants-1983_07
Patent number
US04395410

Reaction notes

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