5-Fluoro-2-methoxybenzaldehyde → (5-Fluoro-2-methoxyphenyl)methanol

HRID 505604Notes

Reaction equation

HRID 505604 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][CH3:11])=[C:6]([CH:9]=1)[CH:7]=[O:8].[BH4-].[Na+]>CO>[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][CH3:11])=[C:6]([CH2:7][OH:8])[CH:9]=1

Participants

4

Reactant 2

HCID 27349435-Fluoro-2-methoxybenzaldehydeHCID 4311764Sodium borohydride

Product 1

HCID 22014996(5-Fluoro-2-methoxyphenyl)methanol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

20.0 g (0.13 mol) of 5-fluoro-2-methoxybenzaldehyde are dissolved in 205 ml of methanol. Under argon, 2.45 g (54.9 mol) of sodium borohydride are added in small portions. The solution is stirred at RT for 4 hours. The solution is concentrated and the residue is taken up in water and stirred for 30 min. The aqueous phase is extracted with ethyl acetate and the organic phase is dried over magnesium sulphate, filtered and evaporated under reduced pressure.

Workup

  1. concentrationThe solution is concentrated
  2. stirringstirred for 30 min
  3. extractionThe aqueous phase is extracted with ethyl acetate
  4. dry with materialthe organic phase is dried over magnesium sulphate
  5. filtrationfiltered
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-e97f6a325a174618979da7b6f7c8f1b1
Source dataset
uspto-grants-2010_08
Patent number
US07781470B2

Reaction notes

Loading…