Ethanol → HCID 20207301, compound

HRID 542787Notes

Reaction equation

HRID 542787 reaction equation
[N:1]1([CH2:7][C:8]2[CH:9]=[C:10]([CH2:14][CH:15]3CO3)[CH:11]=[CH:12][CH:13]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C-]#[N:19].[Na+].[Cl-].[NH4+].O.[CH2:24]([OH:26])[CH3:25]>>[OH:26][CH:24]([CH:14]([C:10]1[CH:11]=[CH:12][CH:13]=[C:8]([CH2:7][N:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[CH:9]=1)[CH3:15])[C:25]#[N:19]

Participants

6

Reactant 5

HCID 702EthanolHCID 962WaterHCID 8929Sodium CyanideHCID 25517Ammonium ChlorideHCID 20207303HCID 20207303, compound

Product 1

HCID 20207301HCID 20207301, compound

Procedure

0.74 g (3.2 mmol) of 2-[3-(1-piperidylmethyl)phenyl]methyl-oxirane, 0.294 g (6 mmol) of sodium cyanide and 0.107 g (2 mmol) of ammonium chloride are boiled in 5 ml of ethanol/5 ml of water for 6 hours. After extensive concentration of the mother liquor by evaporation under vacuum, the residue is taken up with 10 ml of water, and the solution is adjusted to pH 12 with potassium carbonate and extracted with 3×20 ml of methylene chloride. After dehydration and concentration under vacuum, the organic phase yields 0.82 g of a brown oil.

Workup

  1. concentrationAfter extensive concentration of the mother liquor
  2. customby evaporation under vacuum
  3. extractionextracted with 3×20 ml of methylene chloride
  4. concentrationAfter dehydration and concentration under vacuum

Sources & evidence

ORD record
ord-8d14a07434e84566a12c393b2b1fa3e4
Source dataset
uspto-grants-1987_04
Patent number
US04659721

Reaction notes

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