Trichloroacetic Acid → HCID 131711259, compound

HRID 1764040Notes

Reaction equation

HRID 1764040 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH2:9][NH:10][CH2:11][CH2:12][CH2:13][NH:14][CH2:15][CH2:16][CH2:17][CH2:18][NH:19][CH2:20][CH2:21][CH2:22][NH2:23])[CH:6]=[CH:5][C:4]=1[OH:24].[OH:25][CH2:26][N:27]1[CH2:31][CH2:30][CH2:29][C:28]1=[O:32].ClC(Cl)(Cl)C(O)=O.[CH:40]([O:42][CH2:43][CH3:44])=[CH2:41]>C(Cl)(Cl)Cl>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH2:9][NH:10][CH2:11][CH2:12][CH2:13][NH:14][CH2:15][CH2:16][CH2:17][CH2:18][NH:19][CH2:20][CH2:21][CH2:22][NH2:23])[CH:6]=[CH:5][C:4]=1[OH:24].[CH2:40]([O:42][CH:43]([O:25][CH2:26][N:27]1[CH2:31][CH2:30][CH2:29][C:28]1=[O:32])[CH3:44])[CH3:41]

Participants

5

Reactant 3

HCID 6421Trichloroacetic AcidHCID 8023Ethyl vinyl etherHCID 131711261HCID 131711261, compound

Product 1

HCID 131711259HCID 131711259, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

4 g of dl-5-hydroxymethyl-2-pyrrolidone are dissolved in 20 ml of chloroform, and 0.1 g of trichloroacetic acid and 16 ml of vinylethylether are added thereto. The solution is stirred at room temperature for 4 hours. After the reaction, the solution is cooled with ice-water, and washed with an aqueous sodium bicarbonate solution. The washings is extracted with chloroform. Then, the reaction solution and chloroform extract are combined, and the combined mixture is washed with water saturated with ammonium sulfate, dried and evaporated to remove solvent. The residue thus obtained is distilled under reduced pressure. dl-5-[1-(Ethoxy)ethoxy-methyl]-2-pyrrolidone is obtained as pale yellow oil. Yield: 6.45 g. B.p. 137°-138° C./1.5 mmHg

Workup

  1. customAfter the reaction
  2. washwashed with an aqueous sodium bicarbonate solution
  3. extractionThe washings is extracted with chloroform
  4. extractionThen, the reaction solution and chloroform extract
  5. washthe combined mixture is washed with water saturated with ammonium sulfate
  6. customdried
  7. customevaporated
  8. customto remove solvent
  9. customThe residue thus obtained
  10. distillationis distilled under reduced pressure

Sources & evidence

ORD record
ord-e324a2d365494f6dbca9f147a03a8ecc
Source dataset
uspto-grants-1978_09
Patent number
US04113873

Reaction notes

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