Sulfuric Acid → HCID 21107238, compound

HRID 1869900Notes

Reaction equation

HRID 1869900 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][C:11]([CH3:14])(O)[CH3:12])=[C:4]([O:15][CH3:16])[CH:3]=1.S(=O)(=O)(O)O>O>[Br:1][C:2]1[CH:7]=[C:6]2[C:5]([CH2:8][CH2:9][CH2:10][C:11]2([CH3:14])[CH3:12])=[C:4]([O:15][CH3:16])[CH:3]=1

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 21107192HCID 21107192, compound2×

Product 1

HCID 21107238HCID 21107238, compoundYield 84.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5-(4-Bromo-2-methoxy-phenyl)-2-methyl-pentan-2-ol (Intermediate 62, 7.3 g, 24.6 mmol) was treated with 85% sulfuric acid (25 mL) at ambient temperature. After 30 minutes, the reaction mixture was diluted with cold water and extracted with diethyl ether. The organic phase was washed with water and brine, dried over anhydrous magnesium sulfate, filtered and evaporated in vacuo to afford the title product (5.6 g, 83%).

Workup

  1. extractionextracted with diethyl ether
  2. washThe organic phase was washed with water and brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-5348ff2ea49a472a8d28f0708d9cadd2
Source dataset
uspto-grants-2009_12
Patent number
US07638648B2

Reaction notes

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