Water → HCID 13266969, compound

HRID 1050474Notes

Reaction equation

HRID 1050474 reaction equation
[C:1](=O)([O-])[O-].[K+].[K+].[CH2:7]([C:9]([CH3:11])=O)[CH3:8].Br[CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15].[OH2:19]>ClCCl>[O:19]=[C:13]1[CH2:1][C:18]2[C:17](=[CH:8][CH:7]=[CH:9][CH:11]=2)[O:16][C:14]1=[O:15]

Participants

6

Reactant 4

HCID 962WaterHCID 6569Methyl Ethyl KetoneHCID 7748Ethyl bromoacetateHCID 11430Potassium Carbonate

Product 1

HCID 13266969HCID 13266969, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

7.964 g (0.02994 moles) of the product from Inventive Example 1, 5.0172 g of potassium carbonate (0.0374 moles) and 50 ml of methyl ethyl ketone were heated to reflux for 5 hours. The mixture was cooled to room temperature and 5.0 g of ethyl bromoacetate (0.02994 moles) were added and the mixture heated to reflux for 7 hours. The mixture was cooled to room temperature and 200 ml of water and 300 ml of dichloromethane were added and the mixture separated. The organic phase was extracted with a further 100 ml of water and then dried with anhydrous magnesium sulphate. The solvent was removed to yield the product as a white/light brown solid.

Workup

  1. temperatureto reflux for 5 hours
  2. temperaturethe mixture heated
  3. temperatureto reflux for 7 hours
  4. temperatureThe mixture was cooled to room temperature
  5. customthe mixture separated
  6. extractionThe organic phase was extracted with a further 100 ml of water
  7. dry with materialdried with anhydrous magnesium sulphate
  8. customThe solvent was removed

Sources & evidence

ORD record
ord-b49a963df1194f7ababa041ba88d71d5
Source dataset
uspto-grants-2016_07
Patent number
US09382433B2

Reaction notes

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