Sodium borohydride → HCID 11460188, compound

HRID 1297489Notes

Reaction equation

HRID 1297489 reaction equation
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH:14]=[CH:13][CH:12]=2)=[O:10])=[CH:5][CH:4]=1.[BH4-].[Na+]>CO>[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH:14]=[CH:13][CH:12]=2)[OH:10])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 9860458HCID 9860458, compound

Product 1

HCID 11460188HCID 11460188, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(4-Methylthiophenyl)-naphth-1-yl-ketone (10 g, 35.9 mmol) was dissolved in of methanol (100 ml), then sodium borohydride (4.5 g, 118.9 mmol) was added slowly and the reaction mixture was stirred for 6 hours. Then methanol was distilled off and the reaction mixture was extracted with ethylacetate. The organic layer extract was washed with water, dried over anhydrous sodium sulfate, and concentrated to give oil, which was crystallized from benzene-hexane to give the desired compound.

Workup

  1. distillationThen methanol was distilled off
  2. extractionthe reaction mixture was extracted with ethylacetate
  3. extractionThe organic layer extract
  4. washwas washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated
  7. customto give oil, which
  8. customwas crystallized from benzene-hexane

Sources & evidence

ORD record
ord-0837d31bdff74363b5388345cd817c41
Source dataset
uspto-grants-2007_07
Patent number
US07250446B2

Reaction notes

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