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Bromine → 2-bromo-1-(2,3-dihydro-1H-inden-2-yl)ethan-1-one

HRID 1789388
Notes
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Reaction equation

HRID 1789388 reaction equation
[Br:1]Br.[CH2:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][CH:4]1[C:12](=[O:14])[CH3:13]>CCOCC>[Br:1][CH2:13][C:12]([CH:4]1[CH2:3][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5]1)=[O:14]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 24408Bromine3×HCID 111163412-Acetylindane

Product 1

HCID 153388302-bromo-1-(2,3-dihydro-1H-inden-2-yl)ethan-1-one

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Bromine (6.8 g) is slowly added to a stirred solution of 1-(2,3-dihydro-1H-inden-2-yl)ethanone (6.8 g) in 200 ml of dry ether, while keeping the temperature at +10° C. The rate of the addition of bromine is controlled so that the colour due to one added portion of bromine has been discharged before another portion is added. When the addition is complete, the ethereal solution is washed four times with 3M sodium carbonate solution, and is then washed three times with water. The ethereal solution is dried with anhydrous magnesium sulphate. After removal of the solvent the solid 2-bromo-1-(2,3-dihydro-1H-inden-2-yl)ethanone is obtained.

Workup

  1. customat +10° C
  2. additionis added
  3. additionWhen the addition
  4. washthe ethereal solution is washed four times with 3M sodium carbonate solution
  5. washis then washed three times with water
  6. dry with materialThe ethereal solution is dried with anhydrous magnesium sulphate
  7. customAfter removal of the solvent the solid 2-bromo-1-(2,3-dihydro-1H-inden-2-yl)ethanone
  8. customis obtained

Sources & evidence

ORD record
ord-5c24f2117d6a447bb1c6127ce54bb126
Source dataset
uspto-grants-1987_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04689339

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes