Sodium borohydride → HCID 19045804, compound

HRID 975115Notes

Reaction equation

HRID 975115 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][C:2]21[CH2:15][CH2:14][C:13]1[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=1)[C:7]2=[O:16].[BH4-].[Na+]>CO.O>[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][C:2]21[CH2:15][CH2:14][C:13]1[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=1)[CH:7]2[OH:16]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 19028762HCID 19028762, compound

Product 1

HCID 19045804HCID 19045804, compoundYield 31%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

In 20 ml of methanol was dissolved 0.80 g of 3,4-dihydrospiro[naphthalene-2(1H),2'-piperidin]-1-one. Then, 0.15 g of sodium borohydride was added portionwise. The mixture was stirred for 30 minutes, after which it was diluted with water and extracted with methylene chloride. The methylene chloride layer was dried over anhydrous sodium sulfate and filtered and the solvent was then distilled off. The solid residue was recrystallized from methylene chloride-ether to provide 0.25 g of white crystals.

Workup

  1. extractionextracted with methylene chloride
  2. dry with materialThe methylene chloride layer was dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. distillationthe solvent was then distilled off
  5. customThe solid residue was recrystallized from methylene chloride-ether

Sources & evidence

ORD record
ord-b0d47a22532f4fb6a342f80ea7b2a06b
Source dataset
uspto-grants-1997_03
Patent number
US05607939

Reaction notes

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