Hydrogen Bromide → HCID 86702638, compound

HRID 1851341Notes

Reaction equation

HRID 1851341 reaction equation
[OH:1][C:2]1[C:7]([C:8]23[CH2:17][CH:12]4[CH2:13][CH:14]([CH2:16][CH:10]([CH2:11]4)[CH2:9]2)[CH2:15]3)=[CH:6][C:5]([CH3:18])=[CH:4][C:3]=1[CH2:19]O.[BrH:21].S(=O)(=O)(O)O>>[Br:21][CH2:19][C:3]1[CH:4]=[C:5]([CH3:18])[CH:6]=[C:7]([C:8]23[CH2:17][CH:12]4[CH2:13][CH:14]([CH2:16][CH:10]([CH2:11]4)[CH2:9]2)[CH2:15]3)[C:2]=1[OH:1]

Participants

4

Reactant 3

HCID 260Hydrogen BromideHCID 1118Sulfuric AcidHCID 18719760HCID 18719760, compound

Product 1

HCID 86702638HCID 86702638, compoundYield 100%

Conditions

Temperature
80 °C

Procedure

4 (0.802 g, 2.94 mmol) was placed into a round bottom flask. Hydrobromic acid (18 mL of a 48 wt % aqueous solution) was added. Concentrated sulfuric acid (3 mL) was added dropwise to the stirring mixture. The reaction mixture was heated to 80° C. for 3 hours. The reaction mixture was allowed to cool and contents filtered. The resulting solids were dried for 30 minutes and the solid was slurried in diethyl ether. Most of the solids dissolved to give a yellow solution. The solution was dried over MgSO4 and filtered. The volatiles were removed under vacuum to give a yellow sticky solid (1.01 g, 100% yield).

Workup

  1. temperatureto cool
  2. filtrationcontents filtered
  3. customThe resulting solids were dried for 30 minutes
  4. dissolutionMost of the solids dissolved
  5. customto give a yellow solution
  6. dry with materialThe solution was dried over MgSO4
  7. filtrationfiltered
  8. customThe volatiles were removed under vacuum

Sources & evidence

ORD record
ord-c4a60217b15946138c4e1ac4fcc20107
Source dataset
uspto-grants-2015_02
Patent number
US08957172B2

Reaction notes

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