Hydrochloric Acid → HCID 118413260, compound

HRID 1485804Notes

Reaction equation

HRID 1485804 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[OH:9].[Al+3].[Cl-].[Cl-].[Cl-].Br[C:15]([CH3:20])([CH3:19])[C:16](Br)=[O:17].Cl>C(Cl)Cl>[OH:9][C:3]1[C:4]([CH3:8])=[C:5]2[C:6](=[CH:7][C:2]=1[CH3:1])[C:16](=[O:17])[CH:15]([CH3:20])[CH2:19]2

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 113352,6-DimethylphenolHCID 886852-Bromo-2-methylpropionyl bromideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 118413260HCID 118413260, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Solution of 2,6-dimethylphenol (36.65 g, 0.3 mol) in CH2Cl2 (100 ml) was added to well stirred suspension of AlCl3 (120 g, 0.9 mol) in CH2Cl2 (200 ml). After 20 min, 2-bromoisobutyryl bromide (69 g, 0.3 mol) was added. Reaction mixture was stirred for 3 days, poured into HCl/crashed ice, organic phase was separated, water phase was extracted by CH2Cl2 (3×100 ml), combined organic fraction was washed by water, dried over MgSO4, and evaporated. Ether (70 ml) and hexane (70 ml) were added, resulting crystalline precipitate was filtered off and dried in vacuo. The yield 15.8 g (27.7%).

Workup

  1. customReaction mixture
  2. customwas separated
  3. extractionwater phase was extracted by CH2Cl2 (3×100 ml)
  4. washwas washed by water
  5. dry with materialdried over MgSO4
  6. customevaporated
  7. additionEther (70 ml) and hexane (70 ml) were added
  8. customresulting crystalline precipitate
  9. filtrationwas filtered off
  10. customdried in vacuo

Sources & evidence

ORD record
ord-87b2583bccf340eaafc18b288f66330f
Source dataset
uspto-grants-2016_08
Patent number
US09422319B2

Reaction notes

Loading…