Sodium borohydride → N-[[3-Methoxy-2-[3-(4-morpholinyl)propoxy]phenyl]methyl]benzeneethanamine

HRID 2049974Notes

Reaction equation

HRID 2049974 reaction equation
[CH3:1][O:2][C:3]1[C:4]([O:19][CH2:20][CH2:21][CH2:22][N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)=[C:5]([CH:9]=[N:10][CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:6]=[CH:7][CH:8]=1.[BH4-].[Na+]>CO>[CH3:1][O:2][C:3]1[C:4]([O:19][CH2:20][CH2:21][CH2:22][N:23]2[CH2:24][CH2:25][O:26][CH2:27][CH2:28]2)=[C:5]([CH2:9][NH:10][CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 20298672N-[[3-Methoxy-2-[3-(4-morpholinyl)propoxy]phenyl]methylene]benzeneethanamine

Product 1

HCID 20298679N-[[3-Methoxy-2-[3-(4-morpholinyl)propoxy]phenyl]methyl]benzeneethanamineYield 80.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-[[3-Methoxy-2-[3-(4-morpholinyl)propoxy]-phenyl]methylene]benzeneethanamine (49.7 g) is reduced with 14.8 g of sodium borohydride in 225 ml. of methanol following the procedure described in Example 1C, yielding 40.2 g of the title compound, boiling point 0.2-0.3 mm of Hg.

Sources & evidence

ORD record
ord-03bd14e19da2459d8b69394ed11aeebe
Source dataset
uspto-grants-1980_04
Patent number
US04199528

Reaction notes

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