Ethyl Acetoacetate → HCID 66653371, compound

HRID 535466Notes

Reaction equation

HRID 535466 reaction equation
[C:1]([O:7][CH2:8][CH3:9])(=[O:6])[CH2:2][C:3]([CH3:5])=O.[CH3:10][O:11][C:12]1[C:13]([CH3:38])=[C:14]([C:21]([C:23]2[CH:24]=[CH:25][C:26]3[N:31]([CH2:32][CH:33]=[CH2:34])C(=O)O[C:28](=[O:36])[C:27]=3[CH:37]=2)=[O:22])[N:15]2[C:20]=1[CH:19]=[CH:18][CH:17]=[CH:16]2>CN(C=O)C>[CH3:10][O:11][C:12]1[C:13]([CH3:38])=[C:14]([C:21]([C:23]2[CH:37]=[C:27]3[C:26](=[CH:25][CH:24]=2)[N:31]([CH2:32][CH:33]=[CH2:34])[C:3]([CH3:5])=[C:2]([C:1]([O:7][CH2:8][CH3:9])=[O:6])[C:28]3=[O:36])=[O:22])[N:15]2[C:20]=1[CH:19]=[CH:18][CH:17]=[CH:16]2

Participants

4

Reactant 2

HCID 8868Ethyl AcetoacetateHCID 86683452HCID 86683452, compound

Product 1

HCID 66653371HCID 66653371, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

0.49 ml (3.80 mmol) of ethyl acetoacetate diluted in 20 ml of anhydrous DMF is added, under an inert atmosphere at ambient temperature, to 0.66 g (1.52 mmol) of 6-[(1-methoxy-2-methylindolizin-3-yl)carbonyl]-1-prop-2-en-1-yl-2H-3,1-benzoxazine-2,4(1H)-dione in 30 ml of DMF. The reaction medium is stirred at ambient temperature overnight and then extracted with ethyl acetate. The organic phase obtained is washed with a saturated aqueous solution of sodium chloride, dried over sodium sulphate, filtered, and then concentrated under reduced pressure.

Workup

  1. extractionextracted with ethyl acetate
  2. customThe organic phase obtained
  3. washis washed with a saturated aqueous solution of sodium chloride
  4. dry with materialdried over sodium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-bdf40e7bac0844ecab167dfabedc12ef
Source dataset
uspto-grants-2014_10
Patent number
US08859544B2

Reaction notes

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