Morpholine → HCID 67094289, compound

HRID 1881212Notes

Reaction equation

HRID 1881212 reaction equation
C([O:4][C:5]1[CH:13]=[C:12]2[C:8]([C:9](=[O:14])[O:10][CH2:11]2)=[CH:7][C:6]=1[O:15][C:16](=[O:18])[CH3:17])(=O)C.N1CCOCC1>CN(C)C=O>[OH:4][C:5]1[CH:13]=[C:12]2[C:8]([C:9](=[O:14])[O:10][CH2:11]2)=[CH:7][C:6]=1[O:15][C:16](=[O:18])[CH3:17]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 67094284HCID 67094284, compound

Product 1

HCID 67094289HCID 67094289, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Acetic acid 6-acetoxy-3-oxo-1,3-dihydro-isobenzofuran-5-yl ester (5.0 g) was dissolved in N,N-dimethylformamide (100 ml) followed by addition of morpholine (1.78 ml). The solution was stirred at room temperature overnight followed by concentration in reduced pressure. Ethyl acetate (200 ml) was added to the remainder. The organic phase was washed two times with a mixture of aqueous HCl (50 ml, 2M) and brine (50 ml). The organic solvent was dried over anhydrous Na2SO4, filtered and evaporated to dryness.

Workup

  1. concentrationfollowed by concentration in reduced pressure
  2. additionEthyl acetate (200 ml) was added to the remainder
  3. washThe organic phase was washed two times
  4. additionwith a mixture of aqueous HCl (50 ml, 2M) and brine (50 ml)
  5. dry with materialThe organic solvent was dried over anhydrous Na2SO4
  6. filtrationfiltered
  7. customevaporated to dryness

Sources & evidence

ORD record
ord-c2ea2e6a17f44a65a65a5f559bbcd738
Source dataset
uspto-grants-2012_11
Patent number
US08318785B2

Reaction notes

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