Sodium borohydride → N-[[2-[3-(1-Piperidinyl)propoxy]phenyl]methyl]benzeneethanamine

HRID 26972Notes

Reaction equation

HRID 26972 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][CH2:4][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)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 21322776N-[[2-[3-(1-Piperidinyl)propoxy]phenyl]methylene]benzeneethanamine

Product 1

HCID 21322750N-[[2-[3-(1-Piperidinyl)propoxy]phenyl]methyl]benzeneethanamineYield 80.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-[[2-[3-(1-Piperidinyl)propoxy]phenyl]methylene]benzeneethanamine (61.5 g) is reduced with 20 g of sodium borohydride in 320 ml of methanol following the procedure described in Example 1B to yield 49.6 g of product as an oil, boiling point 216°-221° C. at 0.3-0.4 mm of Hg.

Sources & evidence

ORD record
ord-e78b74366ff64dd194c19aa1528eb770
Source dataset
uspto-grants-1979_04
Patent number
US04151354

Reaction notes

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