Triethylamine → HCID 69852237, compound

HRID 478735Notes

Reaction equation

HRID 478735 reaction equation
C([CH2:3][O:4][C:5](=[O:17])[CH2:6][CH2:7][CH2:8][CH:9]=[CH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=1)#N.C(N(CC)CC)C>CO>[N:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[CH:10]=[CH:9][CH2:8][CH2:7][CH2:6][C:5]([O:4][CH3:3])=[O:17]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 69850166HCID 69850166, compound

Product 1

HCID 69852237HCID 69852237, compoundYield 115.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 6-(pyridin-2-yl)-5-hexenoic acid cyanomethyl ester (4.83 g, 21.0 mmol) was added methanol (50 ml) and triethylamine (0.405 g, 4.0 mmol) and the mixture was heated under reflux overnight and then evaporated to remove the solvent. The resultant residue was subjected to purification using column chromatography on silica gel to afford a target product, methyl 6-(pyridin-2-yl)-5-hexenoate (4.97 g, quantitative).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux overnight
  3. customevaporated
  4. customto remove the solvent
  5. customThe resultant residue was subjected to purification

Sources & evidence

ORD record
ord-7332e8ae79e64733a93d5e2ae5f57ef3
Source dataset
uspto-grants-2003_11
Patent number
US06642250B2

Reaction notes

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