Sodium borohydride → 4-[3-[5-Methoxy-2-[[(2-phenylethyl)amino]methyl]phenoxy]propyl]morpholine

HRID 1389256Notes

Reaction equation

HRID 1389256 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH:19]=[N:20][CH2:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[C:7]([CH:18]=1)[O:8][CH2:9][CH2:10][CH2:11][N:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1.[BH4-].[Na+]>CO>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:19][NH:20][CH2:21][CH2:22][C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)=[C:7]([CH:18]=1)[O:8][CH2:9][CH2:10][CH2:11][N:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 20298685HCID 20298685, compound

Product 1

HCID 202986834-[3-[5-Methoxy-2-[[(2-phenylethyl)amino]methyl]phenoxy]propyl]morpholineYield 77.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-[3-[5-Methoxy-2-[[(2-phenylethyl)imino]methyl]phenoxy]propyl]morpholine (33 g) is reduced with 9.8 g of sodium borohydride in 150 ml of methanol following the procedure described in Example 1C, yielding 25.8 g of the title compound, boiling point 249°-254° C. at 0.3-0.4 mm of Hg.

Sources & evidence

ORD record
ord-8c5a927cab694ca1bfc171a62dc587bf
Source dataset
uspto-grants-1981_01
Patent number
US04243804

Reaction notes

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