Methanesulfonic Acid → Decyl cyanoacetate

HRID 1663264Notes

Reaction equation

HRID 1663264 reaction equation
[C:1]([CH2:3][C:4]([OH:6])=[O:5])#[N:2].[CH2:7](O)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].CS(O)(=O)=O>>[CH2:7]([O:5][C:4](=[O:6])[CH2:3][C:1]#[N:2])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

4

Reactant 3

HCID 6395Methanesulfonic AcidHCID 81741-DecanolHCID 9740Cyanoacetic acid

Product 1

HCID 87237Decyl cyanoacetate

Procedure

Cyanoacetic acid (20.85 g, 0.245 mol) was added to decanol (47 mL, 0.25 mol) and methane sulfonic acid (0.5 mL, 7.8 mmol), followed by heating under reduced pressure while removing the water by-product through the use of a dean stark trap. The reaction was cooled upon completion, providing the title compound in quantitative yield.

Workup

  1. temperatureby heating under reduced pressure
  2. customwhile removing the water by-product through the use of a dean stark trap
  3. temperatureThe reaction was cooled upon completion

Sources & evidence

ORD record
ord-e314b72ce92549b886729e66d3a35c86
Source dataset
uspto-grants-2011_10
Patent number
US08034895B2

Reaction notes

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