Triethylamine → HCID 14474061, compound

HRID 1904389Notes

Reaction equation

HRID 1904389 reaction equation
[OH:1][CH:2]1[O:7][CH2:6][C:5](=[O:8])[CH:4]=[CH:3]1.[C:9](Cl)(=[O:13])[O:10][CH2:11][CH3:12].C(N(CC)CC)C>C(Cl)Cl>[CH2:11]([O:10][C:9]([O:1][CH:2]1[O:7][CH2:6][C:5](=[O:8])[CH:4]=[CH:3]1)=[O:13])[CH3:12]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 108554196-hydroxy-2H-pyran-3(6H)-one

Product 1

HCID 14474061HCID 14474061, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

12 g of 6-hydroxy-2H-pyran-3(6H)-one was dissolved in 100 ml of methylene chloride, and the solution was cooled to 0° C. Then, 11.4 g of ethyl chlorocarbonate was added, and a solution comprising 10.6 g of triethylamine and 20 ml of methylene chloride was dropwise added thereto. The mixture was stirred for 3 hours, and the reaction mixture was poured into ice water and extracted with methylene chloride. The solvent was distilled off under reduced pressure, and the residue was subjected to distillation under reduced pressure to obtain 12.3 g (yield: 63%) of the above-identified compound.

Workup

  1. additionwas dropwise added
  2. extractionextracted with methylene chloride
  3. distillationThe solvent was distilled off under reduced pressure
  4. distillationthe residue was subjected to distillation under reduced pressure

Sources & evidence

ORD record
ord-45d2883bce67476faef73194e637f2cd
Source dataset
uspto-grants-1989_06
Patent number
US04837345

Reaction notes

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