Methanol → HCID 19045804, compound

HRID 1781507Notes

Reaction equation

HRID 1781507 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][C:3](=O)[C:2]21[CH2:16][CH2:15][C:14]1[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=1)[CH2:8]2.[BH4-].[Na+].C[OH:20]>O>[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][C:2]21[CH2:16][CH2:15][C:14]1[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=1)[CH:8]2[OH:20]

Participants

5

Reactant 3

HCID 887MethanolHCID 4311764Sodium borohydrideHCID 53948368HCID 53948368, compound

Product 1

HCID 19045804HCID 19045804, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In 20 ml of methanol was dissolved 0.80 g of 3,4-dihydrospiro[naphthalene-2(1H),2'-piperidin]-one and following addition of 0.15 g of sodium borohydride in small portions, the mixture was stirred for 30 minutes. The reaction mixture was then diluted with water and extracted with methylene chloride. The methylene chloride layer was dried over anhydrous sodium sulfate and filtered and the solvent was distilled off. The solid group 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 distilled off
  5. customThe solid group was recrystallized from methylene chloride-ether

Sources & evidence

ORD record
ord-0d3522fbdd884f9ea992a9cf980ff044
Source dataset
uspto-grants-1997_05
Patent number
US05633248

Reaction notes

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