Hydrogen Bromide → HCID 12111378, compound

HRID 1816537Notes

Reaction equation

HRID 1816537 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([S:9]([CH2:11][C:12]#[CH:13])=O)[CH:5]=[C:6]([CH3:8])[CH:7]=1.[BrH:14].C(OCC)(=O)C>C(OCCC)(=O)C>[Br:14][CH2:13][C:12]1[C:3]2[C:2]([CH3:1])=[CH:7][C:6]([CH3:8])=[CH:5][C:4]=2[S:9][CH:11]=1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 8857Ethyl AcetateHCID 22494923HCID 22494923, compound

Product 1

HCID 12111378HCID 12111378, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 7997Propyl AcetateSolvent

Procedure

In 40 mL of propyl acetate, was dissolved 2.26 g (11.7 mmol) of the compound obtained in Example 13. The refluxing was carried out for 30 minutes. The solution was then cooled, and 1.59 mL (14 mmol) of a 48% hydrobromic acid was added. The resulting mixture was allowed to stand at room temperature for 30 minutes. Ethyl acetate was subsequently added, and the obtained mixture was washed with water, dried with magnesium sulfate and vacuum concentrated to obtain 2.49 g of 3-(bromomethyl)-4,6-dimethylbenzo[b]thiophene. The yield was 84%.

Workup

  1. temperatureThe solution was then cooled
  2. waitto stand at room temperature for 30 minutes
  3. washthe obtained mixture was washed with water
  4. dry with materialdried with magnesium sulfate and vacuum
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-c0be8157edb64043a4f06764d786d5bb
Source dataset
uspto-grants-2005_04
Patent number
US06884896B2

Reaction notes

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