Sodium borohydride → HCID 59296145, compound

HRID 2233575Notes

Reaction equation

HRID 2233575 reaction equation
[CH2:1]([C:5]1[N:6]=[C:7]([C:21]2[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][CH:22]=2)[S:8][C:9]=1[CH2:10][O:11][C:12]1[CH:19]=[CH:18][C:15]([CH:16]=[O:17])=[C:14]([Cl:20])[CH:13]=1)[CH2:2][CH2:3][CH3:4].[BH4-].[Na+]>CO>[CH2:1]([C:5]1[N:6]=[C:7]([C:21]2[CH:22]=[CH:23][C:24]([C:27]([F:29])([F:28])[F:30])=[CH:25][CH:26]=2)[S:8][C:9]=1[CH2:10][O:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16][OH:17])=[C:14]([Cl:20])[CH:13]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 59296155HCID 59296155, compound

Product 1

HCID 59296145HCID 59296145, compoundYield 99.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3.0 g 4-[4-Butyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-2-chloro-benzaldehyde were dissolved in 100 ml methanol and 300 mg sodium borohydride were added. The reaction mixture was stirred at room temperature for two hours, then the solvent was removed in vacuo and the residue dissolved in 100 ml ethyl acetate. This solution was washed three times with 30 ml brine, dried over MgSO4 and the solvent was removed in vacuo to provide 3.0 g {4-[4-Butyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-2-chloro-phenyl}-methanol as pale yellow solid.

Workup

  1. customthe solvent was removed in vacuo
  2. dissolutionthe residue dissolved in 100 ml ethyl acetate
  3. washThis solution was washed three times with 30 ml brine
  4. dry with materialdried over MgSO4
  5. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-d2fddcba0d234a4fb30a7dc62e66f753
Source dataset
uspto-grants-2010_05
Patent number
US07709509B2

Reaction notes

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