Sodium borohydride → (8-Methyl-2-o-tolylquinolin-3-yl)methanol

HRID 216742

Reaction equation

HRID 216742 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH3:18])[C:8]([CH:19]=[O:20])=[CH:7]2.[BH4-].[Na+]>C1COCC1>[CH3:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH3:18])[C:8]([CH2:19][OH:20])=[CH:7]2

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 57707895HCID 57707895, compound

Product 1

HCID 57707986(8-Methyl-2-o-tolylquinolin-3-yl)methanol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared according to Procedure B using 8-methyl-2-o-tolylquinoline-3-carbaldehyde (1.28 g, 4.9 mmol) and solid NaBH4 (278 mg, 1.5 eq) in THF (10 mL). After purification, (8-methyl-2-o-tolylquinolin-3-yl)methanol was obtained as white solid.

Workup

  1. customPrepared
  2. customAfter purification

Sources & evidence

ORD record
ord-883701b19faf4168bee54f6a39eb4754
Source dataset
uspto-grants-2012_06
Patent number
US08193199B2

Linked notes

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