Bromide ion → HCID 21931966, compound

HRID 1453920Notes

Reaction equation

HRID 1453920 reaction equation
[CH:1]1[C:9]2[C:8]3[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=3[O:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.O1CC[CH2:17]OO1.[Br-:20]>C(O)(=O)C.Br>[Br:20][CH2:17][C:2]1[CH:3]=[CH:4][C:5]2[O:6][C:7]3[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=3[C:9]=2[CH:1]=1

Participants

6

Reactant 3

HCID 259Bromide ionHCID 568DibenzofuranHCID 19593658CID 19593658

Product 1

HCID 21931966HCID 21931966, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 260Hydrogen BromideSolvent

Conditions

Temperature
55 °C

Procedure

A mixture of dibenzofuran (93.5 g, 0.557 M), trioxane (20 g, 0.222 M) and myrystyltrimethylammonium bromide (6.2 g, 18.5 mmol) in 1 L acetic acid and 135 mL of 48% HBr was stirred at 50-60° C. for 28 h, then concentrated; the residue was dissolved in CH2Cl2, washed with water, dried over Na2SO4, evaporated to give the crude bromide 1a. Compound 1a was used without further purification in the next step.

Workup

  1. concentrationconcentrated
  2. dissolutionthe residue was dissolved in CH2Cl2
  3. washwashed with water
  4. dry with materialdried over Na2SO4
  5. customevaporated

Sources & evidence

ORD record
ord-7667648c4f4b4358aeb3b76f8a402b0c
Source dataset
uspto-grants-2009_01
Patent number
US07476690B2

Reaction notes

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