Sodium borohydride → HCID 58237556, compound

HRID 885259Notes

Reaction equation

HRID 885259 reaction equation
[CH:1]([C:3]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[CH:17][C:4]=1[O:5][C:6]1[CH:7]=[C:8]([CH:12]([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:20]=[C:19]([C:21]([F:22])([F:23])[F:24])[CH:18]=[CH:17][C:4]=1[O:5][C:6]1[CH:7]=[C:8]([CH:12]([CH3:16])[C:13]([OH:15])=[O:14])[CH:9]=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 58237458HCID 58237458, compound

Product 1

HCID 58237556HCID 58237556, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 2-[3-(2-formyl-4-trifluoromethyl-phenoxy)-phenyl]-propionic acid (0.1 g, 0.30 mmol) in MeOH (3 mL) was added sodium borohydride (0.013 g. 0.36 mmol), and the mixture was stirred at mom temperature for 15 minutes. The solution was concentrated, and the residue was partitioned between H2O and EtOAc. The aqueous layer was 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. extractionThe aqueous layer was extracted with EtOAc
  4. dry with materialthe combined organic layers were dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-c6197d6018414717998285ebc99a884d
Source dataset
uspto-grants-2012_08
Patent number
US08242145B2

Reaction notes

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