Palmitoyl chloride → HCID 20503590, compound

HRID 850970Notes

Reaction equation

HRID 850970 reaction equation
[NH2:1][C:2]1[O:6][C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:19](Cl)(=[O:35])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34]>C(Cl)Cl>[C:19]([NH:1][C:2]1[O:6][C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[CH:4][CH:3]=1)(=[O:35])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34]

Participants

5

Reactant 3

HCID 8206Palmitoyl chlorideHCID 8471TriethylamineHCID 1674842-furancarboxylic acid, 5-amino-, ethyl ester

Product 1

HCID 20503590HCID 20503590, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 28.7 g. of ethyl 5-amino-2-furancarboxylate, 50 ml. of triethylamine and 300 ml. of methylene chloride is added 51.7 g. of palmitoyl chloride dropwise. The reaction mixture is allowed to stir for 48 hours. The solvent is evaporated and the residue dissolved in a small amount of methylene chloride. The methylene chloride solution is filtered through Magnesol and concentrated to an oil. The product is obtained by cryytallization of the residual oil from hexane.

Workup

  1. customThe solvent is evaporated
  2. dissolutionthe residue dissolved in a small amount of methylene chloride
  3. filtrationThe methylene chloride solution is filtered through Magnesol
  4. concentrationconcentrated to an oil
  5. customThe product is obtained by cryytallization of the residual oil from hexane

Sources & evidence

ORD record
ord-2571dcbae87b43779e9f2e81d6f788eb
Source dataset
uspto-grants-1983_05
Patent number
US04382143

Reaction notes

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