HCID 19784460, compound → N-(4-chlorobenzyl)-N-methylbutan-1-amine

HRID 21379Notes

Reaction equation

HRID 21379 reaction equation
[CH2:1]([N:5]([CH3:15])[C:6](=O)[C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH3:4]>C1COCC1>[CH2:1]([N:5]([CH3:15])[CH2:6][C:7]1[CH:8]=[CH:9][C:10]([Cl:13])=[CH:11][CH:12]=1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 1

HCID 19784460HCID 19784460, compound

Product 1

HCID 5016493N-(4-chlorobenzyl)-N-methylbutan-1-amine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In a manner analogous to Example 1 a solution of N-butyl -N-methyl -4 -chlorobenzamide (4.49 g; 0.02 mol) in dry THF (50 ml) was reacted wit h an ice-cooled solution of 1.0M diborane-THF complex (90 ml); 0.09 mol) to give the title compound which was converted to the hydrochloride salt and crystallised from ethyl acetate (1.51 g; 65.7%), mp 136°-138°.

Workup

  1. temperaturecooled solution of 1.0M diborane-THF complex (90 ml)

Sources & evidence

ORD record
ord-18da0acdce24417fa1dfdc251f6ebf5a
Source dataset
uspto-grants-1995_06
Patent number
US05422355

Reaction notes

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