Hydrochloric Acid → (2-Methoxy-5-methylphenyl)(phenyl)methanone

HRID 1452822

Reaction equation

HRID 1452822 reaction equation
Cl[Sn](Cl)(Cl)Cl.[CH3:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=1.Cl.[OH2:16]>C(Cl)Cl>[CH3:14][O:13][C:10]1[CH:11]=[CH:12][C:7]([CH3:6])=[CH:8][C:9]=1[C:6]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:16]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 77314-MethylanisoleHCID 24287Tin tetrachloride

Product 1

HCID 249273(2-Methoxy-5-methylphenyl)(phenyl)methanoneYield 78%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

SnCl4 (47.5 ml, 0.41 mol) was added dropwise to a mixture of 4-methylanisol (100 g, 0.82 mol) and benzoyl (95.15 ml, 0.82 mol) in 500 ml of CH2Cl2 at 0° C. Once the addition is complete, it was allowed to react for 3-4 hours, allowing the mixture to reach room temperature. Once the reaction concluded, the mixture was cooled at 0° C., hydrolyzed with a mixture of concentrated HCl (41 ml) in H2O (376 ml), washed with 2×50 ml of NaOH (10%), dried and evaporated to give 140 g (78%) of the title compound in crystalline solid form.

Workup

  1. additionOnce the addition
  2. customto react for 3-4 hours
  3. customto reach room temperature
  4. washwashed with 2×50 ml of NaOH (10%)
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-7ca3fac18d3b4aa5bfcfbfc80b2a3757
Source dataset
uspto-grants-2009_01
Patent number
US07473805B2

Linked notes

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