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

HRID 1074047Notes

Reaction equation

HRID 1074047 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-74b094c5be094769bf23eba01e5081ff
Source dataset
uspto-grants-1990_11
Patent number
US04971979

Reaction notes

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