Water → (Quinolin-3-yl)methanol

HRID 907375Notes

Reaction equation

HRID 907375 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([CH:11]=[O:12])[CH:2]=1.[BH4-].[Na+].O>C(O)C>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([CH2:11][OH:12])[CH:2]=1

Participants

5

Reactant 3

HCID 962WaterHCID 836413-QuinolinecarboxaldehydeHCID 4311764Sodium borohydride

Product 1

HCID 12662983(Quinolin-3-yl)methanol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-Quinolinecarbaldehyde (Aldrich) (1.04 g, 6.64 mmol) was dissolved in anhydrous ethanol (20 mL), NaBH4 (0.250 g, 3.95 mmol) was then added in small portions over 10 min and the resulting solution allowed to stir for a further 30 min. Water (20 mL) was then added and the resulting solution extracted with ethyl acetate (2×30 mL). The combined organics were dried (MgSO4), filtered and the solvent removed under reduced pressure to give the sub-title compound.

Workup

  1. extractionthe resulting solution extracted with ethyl acetate (2×30 mL)
  2. dry with materialThe combined organics were dried (MgSO4)
  3. filtrationfiltered
  4. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-667e65c262b548ecb713a5d13c38c120
Source dataset
uspto-grants-2011_09
Patent number
US08012967B2

Reaction notes

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