N-bromobutanimide → 2-(Bromomethyl)-3-chloro-1,1'-biphenyl

HRID 544674

Reaction equation

HRID 544674 reaction equation
[Cl:1][C:2]1[C:3]([CH3:14])=[C:4]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1.[Br:15]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Br:15][CH2:14][C:3]1[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][C:4]=1[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 46018323-Chloro-2-methylbiphenyl

Product 1

HCID 133207002-(Bromomethyl)-3-chloro-1,1'-biphenyl

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 3-chloro-2-methyl[1,1'-biphenyl] (10.4 grams, 0.051 mole) and N-bromosuccinimide (9.2 grams, 0.052 mole) in carbon tetrachloride (150 ml) was heated and irradiated with an infrared lamp for two hours. The mixture was cooled and filtered. The filtrate was evaporated under reduced pressure to give a quantitative yield of 2-bromomethyl-3-chloro[1,1'-biphenyl] as a yellow oil.

Workup

  1. temperaturewas heated
  2. customirradiated with an infrared lamp for two hours
  3. temperatureThe mixture was cooled
  4. filtrationfiltered
  5. customThe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-c6f05b515ffa4cb4b7c949cce15d8276
Source dataset
uspto-grants-1984_05
Patent number
US04451484

Linked notes

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