Sodium borohydride → HCID 18347056, compound

HRID 2269435Notes

Reaction equation

HRID 2269435 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([N+:25]([O-])=O)[CH:20]=2)[NH:10][CH2:11][CH2:12][C:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]=2)=[CH:5][CH:4]=1.[BH4-].[Na+]>CO.O.O.O.O.O.O.[Ni](Cl)Cl>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([NH:10][CH2:11][CH2:12][C:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]=2)[C:19]2[CH:20]=[C:21]([NH2:25])[CH:22]=[CH:23][CH:24]=2)=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 18347030HCID 18347030, compound

Product 1

HCID 18347056HCID 18347056, compound

Reagents, catalysts & solvents 2

HCID 11791229Dichloronickel;hexahydrateCatalystHCID 887MethanolSolvent

Procedure

In a similar manner to that described in Example (1b), a solution of N-[(4-methoxyphenyl)-(3-nitrophenyl)methyl]-N-[2-(cyclohexen-1-yl)ethyl]amine (2.80 g) [prepared as described in step (a) above] in methanol (60 m), nickel chloride hexahydrate (3.61 g) and sodium borohydride (1.15 g) were reacted, to afford a mixture (2.15 g) of the title compound and the reduction product of the title compound, that is 3-[(4-methoxyphenyl)-(2-cyclohexylethylamino)methyl]phenylamine, as a yellow oil.

Sources & evidence

ORD record
ord-fcc092fc51db4610ac36594b1eb2b740
Source dataset
uspto-grants-2001_12
Patent number
US06329405B1

Reaction notes

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