Ethyl propiolate → HCID 19922149, compound

HRID 1647868Notes

Reaction equation

HRID 1647868 reaction equation
[C:1]([O:5][CH2:6][CH3:7])(=[O:4])[C:2]#[CH:3].[C:8]([O:25][CH:26]1[CH2:31][C:30]([CH3:33])([CH3:32])[NH:29][C:28]([CH3:35])([CH3:34])[CH2:27]1)(=[O:24])/[CH:9]=[CH:10]/[C:11]([O:13][CH:14]1[CH2:19][C:18]([CH3:21])([CH3:20])[NH:17][C:16]([CH3:23])([CH3:22])[CH2:15]1)=[O:12]>C(O)C>[C:8]([O:25][CH:26]1[CH2:31][C:30]([CH3:33])([CH3:32])[N:29]([C:2]([C:1]([O:5][CH2:6][CH3:7])=[O:4])=[CH2:3])[C:28]([CH3:35])([CH3:34])[CH2:27]1)(=[O:24])/[CH:9]=[CH:10]/[C:11]([O:13][CH:14]1[CH2:15][C:16]([CH3:23])([CH3:22])[N:17]([C:2]([C:1]([O:5][CH2:6][CH3:7])=[O:4])=[CH2:3])[C:18]([CH3:21])([CH3:20])[CH2:19]1)=[O:12]

Participants

4

Reactant 2

HCID 12182Ethyl propiolateHCID 5936533HCID 5936533, compound

Product 1

HCID 19922149HCID 19922149, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

44 g of ethanol propiolate were added dropwise to a solution of 78.4 g of bis(2,2,6,6-tetramethyl-4-piperidinyl) fumarate in 300 ml of ethanol at 40° to 60° C. The mixture was then refluxed for 3 hours. The precipitate which resulted on cooling to room temperature was filtered off, washed with petroleum ether and dried. 107 g of the compound of the formula shown below were obtained in the form of a colorless solid of melting point 185°-186° C. ##STR24##

Workup

  1. temperatureThe mixture was then refluxed for 3 hours
  2. customThe precipitate which resulted
  3. filtrationwas filtered off
  4. washwashed with petroleum ether
  5. customdried
  6. custombelow were obtained in the form of a colorless solid of melting point 185°-186° C.

Sources & evidence

ORD record
ord-09f44a6a71934ab39c2521edd152922d
Source dataset
uspto-grants-1995_07
Patent number
US05434202

Reaction notes

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