Sodium borohydride → HCID 66607944, compound

HRID 1625859Notes

Reaction equation

HRID 1625859 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]([C:11]2[C:12]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[N:13][CH:14]=[CH:15][CH:16]=2)=[O:10])=[CH:5][CH:4]=1)[CH3:2].[BH4-].[Na+]>C(O)C>[CH2:18]([O:17][C:12]1[C:11]([CH:9]([C:6]2[CH:5]=[CH:4][C:3]([CH2:1][CH3:2])=[CH:8][CH:7]=2)[OH:10])=[CH:16][CH:15]=[CH:14][N:13]=1)[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 66607920HCID 66607920, compound

Product 1

HCID 66607944HCID 66607944, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The above 2-benzyloxy-3-pyridyl 4-ethylphenyl ketone (1.69 g) was dissolved in ethanol (15 ml), and thereto was added sodium borohydride (403 mg), and the mixture was stirred at room temperature for 3 hours. The solvent was evaporated under reduced pressure, and the residue was dissolved in ethyl acetate. The mixture was washed with water and successively with brine, and dried over sodium sulfate. The solvent was evaporated under reduced pressure to give crude 2-benzyloxy-3-pyridyl-4-ethylphenylmethanol as colorless oil, which was used in the subsequent step without further purification.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washThe mixture was washed with water and successively with brine
  4. dry with materialdried over sodium sulfate
  5. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-81e42ba0799f452db758a75c35b891b7
Source dataset
uspto-grants-2014_07
Patent number
US08785403B2

Reaction notes

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