Sodium borohydride → 4-Quinolinemethanol, 2-phenyl-alpha-(2-(4-piperidinyl)ethyl)-, (+-)-

HRID 65217Notes

Reaction equation

HRID 65217 reaction equation
[C:1]1([C:7]2[CH:16]=[C:15]([C:17](=[O:26])[CH2:18][CH2:19][CH:20]3[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]3)[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BH4-].[Na+]>CO>[C:1]1([C:7]2[CH:16]=[C:15]([CH:17]([OH:26])[CH2:18][CH2:19][CH:20]3[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]3)[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 202341181-(2-Phenyl-4-quinolyl)-3-(4-piperidyl)-1-propanone

Product 1

HCID 30682284-Quinolinemethanol, 2-phenyl-alpha-(2-(4-piperidinyl)ethyl)-, (+-)-

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The operation was as in Example 1, except that 14 g of 1-(2-phenyl-4-quinolyl)-3-(4-piperidyl)-1-propanone and 2.3 g of sodium borohydride in 300 ml of methanol were used. After recrystallization of the crude product in isopropanol, 7 g of 1-(2-phenyl-4-quinolyl)-3-(4-piperidyl)-1-propanol (racemic) were obtained, which melted at 162° C.

Workup

  1. customAfter recrystallization of the crude product in isopropanol, 7 g of 1-(2-phenyl-4-quinolyl)-3-(4-piperidyl)-1-propanol (racemic)
  2. customwere obtained

Sources & evidence

ORD record
ord-225a0a7545e24717a4ea3d58050b1e41
Source dataset
uspto-grants-1986_09
Patent number
US04613607

Reaction notes

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