Acetone → 56540-58-0

HRID 581724Notes

Reaction equation

HRID 581724 reaction equation
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([S:7](O)(=O)=O)=[CH:3][CH:2]=1.O.C(OCC)(=[O:15])C.[CH3:19][C:20]([CH3:22])=O>>[CH3:22][C:20]1[S:7][C:4]2[CH:3]=[CH:2][C:1]([CH:11]=[O:15])=[CH:6][C:5]=2[CH:19]=1

Participants

5

Reactant 4

HCID 180AcetoneHCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 8857Ethyl Acetate

Product 1

HCID 1435868256540-58-0

Procedure

A catalytic amount of p-toluenesulfonic acid is added to a solution of 1.5 g of 2-methyl-5-(1,3-dioxoran-2-yl)benzo[b]thiophene in 20 ml of acetone at room temperature, at which temperature the resulting mixture is stirred for 30 minutes. After the reaction, the solvent is removed from the reaction mixture by distillation under reduced pressure. The residue obtained are added 20 ml of water and 20 ml of ethyl acetate, after which the resulting organic layer is separated, washed successively with water and a saturated saline solution and then dried over anhydrous magnesium sulfate. The solvent is thereafter removed from the thus dried layer by distillation under reduced pressure, to obtain 1.15 g of colorless, solid 2-methylbenzo[b]-thiophene-5-carbaldehyde.

Workup

  1. customAfter the reaction
  2. customthe solvent is removed from the reaction mixture by distillation under reduced pressure
  3. customThe residue obtained
  4. customafter which the resulting organic layer is separated
  5. washwashed successively with water
  6. dry with materiala saturated saline solution and then dried over anhydrous magnesium sulfate
  7. customThe solvent is thereafter removed from the thus dried layer by distillation under reduced pressure

Sources & evidence

ORD record
ord-4b3b8dcb0c654d50a312213bfe0b867b
Source dataset
uspto-grants-1999_07
Patent number
US05922721

Reaction notes

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