Potassium Carbonate → HCID 86744101, compound

HRID 2165753Notes

Reaction equation

HRID 2165753 reaction equation
COC(=O)[C@@H]1CCCN1C(=O)CCCCCCCCCCC/C=C\CCCCCCCC.[C:33]([OH:56])(=O)[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44]/[CH:45]=[CH:46]\[CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH3:54].Cl.[NH2:58][CH2:59][C:60]([NH2:62])=[O:61].C(=O)([O-])[O-].[K+].[K+]>C1COCC1.O>[C:33]([NH:62][C:60](=[O:61])[CH2:59][NH2:58])(=[O:56])[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44]/[CH:45]=[CH:46]\[CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH3:54]

Participants

7

Reactant 4

HCID 11430Potassium CarbonateHCID 2723639Glycinamide hydrochlorideHCID 5281116Erucic AcidHCID 70363053HCID 70363053, compound

Product 1

HCID 86744101HCID 86744101, compoundYield 44%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

In a manner similar to (i), erucic acid (2.12 g) was converted to its acid chloride, to which was added glycine amide hydrochloride (692 mg). The mixture was stirred in THF (5 ml)-water (3 ml) in the presence of potassium carbonate (2 g) at room temperature for three hours. The solvent was concentrated, and the residue was washed with water and methylene chloride. Resulting precipitates were air-dried, followed by recrystallization from ethanol to afford colorless crystals [1.08 g (yield 44%)], m.p. 128 to 130° C.

Workup

  1. concentrationThe solvent was concentrated
  2. washthe residue was washed with water and methylene chloride
  3. customResulting
  4. customprecipitates
  5. customwere air-dried
  6. customfollowed by recrystallization from ethanol
  7. customto afford colorless crystals [1.08 g (yield 44%)], m.p. 128 to 130° C.

Sources & evidence

ORD record
ord-14150ddc705a4825a2b227fb96cd3c03
Source dataset
uspto-grants-1990_07
Patent number
US04940730

Reaction notes

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