Triethylamine → HCID 10997279, compound

HRID 1440491Notes

Reaction equation

HRID 1440491 reaction equation
Br[C@:2]1([CH3:12])[O:6][C@@H:5]([C:7]([CH3:10])([CH3:9])[CH3:8])[O:4][C:3]1=[O:11].C(N(CC)CC)C>C(Cl)(Cl)(Cl)Cl>[C:7]([C@@H:5]1[O:4][C:3](=[O:11])[C:2](=[CH2:12])[O:6]1)([CH3:10])([CH3:9])[CH3:8]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 13808857HCID 13808857, compound

Product 1

HCID 10997279HCID 10997279, compoundYield 88.7%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

In 500 ml of carbon tetrachloride, 50.5 g of the (2S,5S)-5-bromo-2-tert-butyl-5-methyl-1,3-dioxolan-4-one obtained in Step 2 was dissolved. To the resulting solution, 50.0 g of triethylamine was added, and the solution was refluxed for 4 hours. After the reaction solution was left to have cooled, insolubles were separated by filtration, the carbon tetrachloride was evaporated under reduced pressure, and the resulting residue was recrystallized from hexane to obtain 29.5 g of (2S)-2-tert-butyl-5-methylene-1,3-dioxolan-4-one.

Workup

  1. temperaturethe solution was refluxed for 4 hours
  2. waitAfter the reaction solution was left
  3. temperatureto have cooled
  4. custominsolubles were separated by filtration
  5. customthe carbon tetrachloride was evaporated under reduced pressure
  6. customthe resulting residue was recrystallized from hexane

Sources & evidence

ORD record
ord-fa726d8c2420461b9834e2122ccf091d
Source dataset
uspto-grants-1996_03
Patent number
US05498799

Reaction notes

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