Methanol → 2-n-Hexyl-3-cyanocyclopentanone

HRID 1076036Notes

Reaction equation

HRID 1076036 reaction equation
[CH2:1]([C:7]1[C:8](=[O:12])[CH2:9][CH2:10][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].CC(O)([C:16]#[N:17])C.CO.C(=O)([O-])[O-].[Na+].[Na+]>O>[CH2:1]([CH:7]1[CH:11]([C:16]#[N:17])[CH2:10][CH2:9][C:8]1=[O:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

6

Reactant 4

HCID 887MethanolHCID 6406Acetone CyanohydrinHCID 10340Sodium CarbonateHCID 667682-Hexyl-2-cyclopenten-1-one

Product 1

HCID 112984832-n-Hexyl-3-cyanocyclopentanone

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 16,6 g of 2-n-hexyl-2-cyclopentenone (see foot note (1) under Table II) 12 g of acetone cyanhydrine (Org.Synth.Coll. Vol. 2, p. 7), 32 ml of methanol and 0,8 g of sodium carbonate in 12 ml of water, is heated at reflux temperature for 31/2 hours.

Workup

  1. temperatureis heated
  2. temperatureat reflux temperature for 31/2 hours

Sources & evidence

ORD record
ord-cd41f07a5efb4572a6d84d32084f7888
Source dataset
uspto-grants-1976_05
Patent number
US03954834

Reaction notes

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