Acetic Anhydride → Ethyl 2-[(2,2,3-trifluoro-1,4-benzodioxan-5-yl)methylene]-4-acetoxy-acetoacetate

HRID 476972Notes

Reaction equation

HRID 476972 reaction equation
C(N=C[C:7]1([F:19])[C:12]([F:14])([F:13])[O:11][C:10]2[CH:15]=[CH:16][CH:17]=[CH:18][C:9]=2[O:8]1)CCC.[C:20]([O:23][CH2:24][C:25](=[O:32])[CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28])(=[O:22])[CH3:21].[C:33](OC(=O)C)(=O)C>>[F:14][C:12]1([F:13])[O:11][C:10]2[CH:15]=[CH:16][CH:17]=[C:18]([CH:33]=[C:26]([C:25]([CH2:24][O:23][C:20](=[O:22])[CH3:21])=[O:32])[C:27]([O:29][CH2:30][CH3:31])=[O:28])[C:9]=2[O:8][CH:7]1[F:19]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 11480907Ethyl 4-acetoxyacetoacetateHCID 86743569Butyliminomethyl-2,2,3-trifluoro-1,4-benzodioxane

Product 1

HCID 53756174Ethyl 2-[(2,2,3-trifluoro-1,4-benzodioxan-5-yl)methylene]-4-acetoxy-acetoacetate

Procedure

50 mmol of 5-(butyliminomethyl-2,2,3-trifluoro-1,4-benzodioxane and 50 mmol of ethyl 4-acetoxy-acetoacetate are stirred in 80 ml of acetic anhydride for 24 hours. The mixture is hydrolyzed with about 1 l of ice-water and the oil which has separated out is separated off, taken up in methylene chloride, dried and used as the crude product.

Workup

  1. customthe oil which has separated out
  2. customis separated off
  3. customdried

Sources & evidence

ORD record
ord-bdfc2d68bac94c4da429bbdc0aa2160f
Source dataset
uspto-grants-1989_12
Patent number
US04886816

Reaction notes

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