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

HRID 26964Notes

Reaction equation

HRID 26964 reaction equation
[N:1]1([CH2:7][CH2:8][CH2:9][O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH:17]=[N:18][CH2:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[BH4-].[Na+]>CO>[N:1]1([CH2:7][CH2:8][CH2:9][O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH2:17][NH:18][CH2:19][CH2:20][C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH2:2][CH2:3][O:4][CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 20394050N-[[2-[3-(4-Morpholinyl)propoxy]phenyl]methylene]benzeneethanamine

Product 1

HCID 21322756N-[[2-[3-(4-Morpholinyl)propoxy]phenyl]methyl]benzeneethanamineYield 74.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-[[2-[3-(4-Morpholinyl)propoxy]phenyl]methylene]-benzeneethanamine (17 g) is reduced with 5.4 g of sodium borohydride in 85 ml of methanol following the procedure described in Example 1B to yield 12.8 g of product as an oil, boiling point 219°-223° C. at 0.1-0.2 mm of Hg.

Sources & evidence

ORD record
ord-d216ba75c7b541d9a27f8475fc2f95a6
Source dataset
uspto-grants-1979_04
Patent number
US04151354

Reaction notes

Loading…