Sodium borohydride → N-[[2-[2-(4-Morpholinyl)ethoxy]phenyl]methyl]benzeneethanamine

HRID 26967Notes

Reaction equation

HRID 26967 reaction equation
[N:1]1([CH2:7][CH2:8][O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[CH:16]=[N:17][CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[BH4-].[Na+]>CO>[N:1]1([CH2:7][CH2:8][O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[CH2:16][NH:17][CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:2][CH2:3][O:4][CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 21322775N-[[2-[2-(4-Morpholinyl)ethoxy]phenyl]methylene]benzeneethanamine

Product 1

HCID 21322749N-[[2-[2-(4-Morpholinyl)ethoxy]phenyl]methyl]benzeneethanamineYield 78.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-[[2-[2-(4-Morpholinyl)ethoxy]phenyl]methylene]benzeneethanamine (68.5 g) is reduced with 22.5 g of sodium borohydride in 350 ml of methanol following the procedure described in Example 1B to yield 54 g of product as an oil, boiling point 216°-220° C. at 0.2-0.3 mm of Hg.

Sources & evidence

ORD record
ord-87695c2675ed4a67a97655680ee2def6
Source dataset
uspto-grants-1979_04
Patent number
US04151354

Reaction notes

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