Hydrogen Bromide → Tris(3-bromobenzyl)bromomethane

HRID 1170046Notes

Reaction equation

HRID 1170046 reaction equation
[BrH:1].[Br:2][C:3]1[CH:4]=[C:5]([CH:25]=[CH:26][CH:27]=1)[CH2:6][C:7]([CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([Br:24])[CH:19]=1)=[CH:8]CC1C=CC=C(Br)C=1>C(O)(=O)C>[Br:24][C:20]1[CH:19]=[C:18]([CH:23]=[CH:22][CH:21]=1)[CH2:17][C:7]([CH2:8][C:26]1[CH:25]=[CH:5][CH:4]=[C:3]([Br:2])[CH:27]=1)([CH2:6][C:5]1[CH:25]=[CH:26][CH:27]=[C:3]([Br:2])[CH:4]=1)[Br:1]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 68522984HCID 68522984, compound

Product 1

HCID 68527154Tris(3-bromobenzyl)bromomethane

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

500 ml of a 30% by weight solution of hydrogen bromide in glacial acetic acid were added dropwise to a solution of 140.7 g (270 mmol) of 1,1,2-tris(3-bromobenzyl)-ethene in 1000 ml of glacial acetic acid. After the mixture had been stirred at room temperature for 48 h, the colourless precipitate was filtered off with suction, washed twice with 200 ml of glacial acetic acid each time and subsequently dried under reduced pressure. The yield, with a purity of about 97%, was 157.2 g (261 mmol), corresponding to 96.7% of theory.

Workup

  1. filtrationthe colourless precipitate was filtered off with suction
  2. washwashed twice with 200 ml of glacial acetic acid each time
  3. customsubsequently dried under reduced pressure

Sources & evidence

ORD record
ord-61027aea5b6d4caeae8987f6cda9ee0a
Source dataset
uspto-grants-2010_11
Patent number
US07825249B2

Reaction notes

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