Water → 2-Bromo-1-(2,2-dimethyl-1,3-benzodioxol-5-yl)ethanone

HRID 477326Notes

Reaction equation

HRID 477326 reaction equation
[Br:1]Br.[C:3]([C:6]1[CH:16]=[CH:15][C:9]2[O:10][C:11]([CH3:14])([CH3:13])[O:12][C:8]=2[CH:7]=1)(=[O:5])[CH3:4].O>C(Cl)(Cl)(Cl)Cl>[Br:1][CH2:4][C:3]([C:6]1[CH:16]=[CH:15][C:9]2[O:10][C:11]([CH3:13])([CH3:14])[O:12][C:8]=2[CH:7]=1)=[O:5]

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 140429491-(2,2-Dimethyl-1,3-dioxaindan-5-yl)ethan-1-one

Product 1

HCID 143730732-Bromo-1-(2,2-dimethyl-1,3-benzodioxol-5-yl)ethanone

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

Bromine (1.5 cc) is added in the course of 5 minutes at a temperature in the region of 20° C. to a stirred solution of 5-acetyl-2,2-dimethyl-1,3-benzodioxole (5.8 g) in carbon tetrachloride (100 cc), and the mixture is left with stirring for 15 hours at the same temperature. The reaction mixture is taken up with water (150 cc). The organic phase is separated off after settling has taken place, dried over anhydrous magnesium sulphate, filtered and evaporated to dryness at 40° C. under reduced pressure (20 mm Hg; 2.7 kPa). 5-(2-Bromoacetyl)-2,2-dimethyl-1,3-benzodioxole (7.1 g) is obtained, and is used in the crude state in the subsequent syntheses.

Workup

  1. waitthe mixture is left
  2. customThe organic phase is separated off after settling
  3. dry with materialdried over anhydrous magnesium sulphate
  4. filtrationfiltered
  5. customevaporated to dryness at 40° C. under reduced pressure (20 mm Hg; 2.7 kPa)

Sources & evidence

ORD record
ord-e9dbd324f42a47878f313701f4f015de
Source dataset
uspto-grants-1989_12
Patent number
US04886835

Reaction notes

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