2,5-Dimethoxytetrahydrofuran → Cohrhuugbltlpt-uhfffaoysa-

HRID 26315Notes

Reaction equation

HRID 26315 reaction equation
Cl.[NH2:2][CH2:3][CH2:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7].CO[CH:13]1[CH2:17][CH2:16][CH:15](OC)O1>C(O)(=O)C>[N:2]1([CH2:3][CH2:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH:13]=[CH:17][CH:16]=[CH:15]1

Participants

4

Reactant 2

HCID 790982,5-DimethoxytetrahydrofuranHCID 126496614-Aminobutyrate ethyl hydrochloride

Product 1

HCID 11679918Cohrhuugbltlpt-uhfffaoysa-

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

Ethyl 4-aminobutanoate hydrochloride (0.2 mole) is added to 300 ml glacial acetic acid containing (0.3 mole) sodium acetate. The mixture is heated until the solution becomes clear and then 2,5-dimethoxy tetrahydrofuran (about 0.2 mole) is added as quickly as possible. The solution is refluxed for an additional two minutes and the acetic acid is flash evaporated. The residue is distilled to give ethyl 4-(1-pyrryl)butanoate. The acid is obtained by hydrolyzing the ester in alcoholic sodium hydroxide followed by neutralization with hydrochloric acid.

Workup

  1. temperatureThe mixture is heated until the solution
  2. temperatureThe solution is refluxed for an additional two minutes
  3. customevaporated
  4. distillationThe residue is distilled

Sources & evidence

ORD record
ord-67af0670350c41ddae1a6c6c1d9fb593
Source dataset
uspto-grants-1979_04
Patent number
US04148998

Reaction notes

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