Sodium borohydride → HCID 58288493, compound

HRID 1969046Notes

Reaction equation

HRID 1969046 reaction equation
[CH2:1]([O:3][C:4](=[O:25])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][C:14]=2[CH:23]=[O:24])[CH:7]=1)[CH3:2].[BH4-].[Na+]>CO>[CH2:1]([O:3][C:4](=[O:25])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:20])([F:21])[F:22])=[CH:15][C:14]=2[CH2:23][OH:24])[CH:7]=1)[CH3:2]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 58288510HCID 58288510, compound

Product 1

HCID 58288493HCID 58288493, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To [3-(2-formyl-4-trifluoromethyl-phenoxy)-phenyl]-acetic acid ethyl ester (0.411 g, 1.17 mmol) in MeOH (15 mL) was added sodium borohydride (0.045 g, 1.17 mmol), and the reaction was stirred for 15 minutes at room temperature. The mixture was concentrated, and the residue was partitioned between EtOAc and H2O. The aqueous layer was separated and extracted twice with EtOAc, and the combined organic layers were dried and concentrated to give the title compound.

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue was partitioned between EtOAc and H2O
  3. customThe aqueous layer was separated
  4. extractionextracted twice with EtOAc
  5. customthe combined organic layers were dried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-6d93488edc8747aebb741768d0b4a9f8
Source dataset
uspto-grants-2013_04
Patent number
US08426449B2

Reaction notes

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