Acetone → HCID 19886039, compound

HRID 655050Notes

Reaction equation

HRID 655050 reaction equation
[CH3:1][O:2][C:3]1[CH:37]=[CH:36][C:6]([CH2:7][O:8][C:9]2[CH:10]=[C:11](C(OCC3C=CC=CC=3)(O)C)[CH:12]=[CH:13][C:14]=2[O:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=2)=[CH:5][CH:4]=1.[I-].[Na+].[CH3:40][C:41](C)=[O:42]>C(OCC)(=O)C>[CH3:24][O:23][C:20]1[CH:21]=[CH:22][C:17]([CH2:16][O:15][C:14]2[C:9]([O:8][CH2:7][C:6]3[CH:36]=[CH:37][C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)=[CH:10][CH:11]=[CH:12][C:13]=2[CH:41]([OH:42])[CH3:40])=[CH:18][CH:19]=1

Participants

5

Reactant 3

HCID 180AcetoneHCID 5238Sodium IodideHCID 67742855HCID 67742855, compound

Product 1

HCID 19886039HCID 19886039, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 3,4-diacetoxy-ω-chloroacetophenone (2) (1.08 g: 4 mMol.) in acetone (11 ml) keeping at 0° C. is added sodium iodide (1.2 g: 2 Eq.), and the mixture is stirred at room temperature for 1 hour. The reaction mixture is diluted with ethyl acetate, washed with water, dried, and concentrated under reduced pressure to give 3,4-diacetoxy-ω-iodacetophenone (3) (1.38 g).

Workup

  1. customkeeping at 0° C.
  2. washwashed with water
  3. customdried
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-29310cbcd6a34423b66375bf5a665b05
Source dataset
uspto-grants-1992_07
Patent number
US05134138

Reaction notes

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