Sodium borohydride → HCID 58237531, compound

HRID 885263Notes

Reaction equation

HRID 885263 reaction equation
[CH:1]([C:3]1[CH:21]=[C:20]([C:22]([F:25])([F:24])[F:23])[CH:19]=[CH:18][C:4]=1[O:5][C:6]1[CH:7]=[C:8]([C:12]([CH3:17])([CH3:16])[C:13]([OH:15])=[O:14])[CH:9]=[CH:10][CH:11]=1)=[O:2].[BH4-].[Na+]>CO>[OH:2][CH2:1][C:3]1[CH:21]=[C:20]([C:22]([F:23])([F:24])[F:25])[CH:19]=[CH:18][C:4]=1[O:5][C:6]1[CH:7]=[C:8]([C:12]([CH3:17])([CH3:16])[C:13]([OH:15])=[O:14])[CH:9]=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 58237661HCID 58237661, compound

Product 1

HCID 58237531HCID 58237531, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 2-[3-(2-formyl-4-trifluoromethyl-phenoxy)-phenyl]-2-methyl-propionic acid (0.15 g, 0.43 mmol) in MeOH (5 mL) was added sodium borohydride (0.019 g, 0.51 mmol), and the mixture was stirred at room temperature for 15 minutes. The solution was concentrated, and the residue was partitioned between H2O and EtOAc. The aqueous layer was acidified and extracted with EtOAc, and the combined organic layers were dried over MgSO4, filtered, and concentrated to give the desired product.

Workup

  1. concentrationThe solution was concentrated
  2. customthe residue was partitioned between H2O and EtOAc
  3. extractionextracted with EtOAc
  4. dry with materialthe combined organic layers were dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-46e5523f837b4541b4cb167377408fcb
Source dataset
uspto-grants-2012_08
Patent number
US08242145B2

Reaction notes

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