2-Methylanisole → HCID 21510316, compound

HRID 1076082Notes

Reaction equation

HRID 1076082 reaction equation
[C:1]1([CH3:10])[C:2]([C:7](Cl)=[O:8])=[CH:3][CH:4]=[CH:5][CH:6]=1.[CH3:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[O:18][CH3:19]>O>[CH3:19][O:18][C:13]1[CH:14]=[CH:15][C:16]([C:7]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=2[CH3:10])=[O:8])=[CH:17][C:12]=1[CH3:11]

Participants

4

Reactant 2

HCID 336372-MethylanisoleHCID 702762-Methylbenzoyl chloride

Product 1

HCID 21510316HCID 21510316, compoundYield 31.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

o-Toluoyl chloride (15.4 g, 0.10 mole) and o-methylanisole (12.2 g, 0.10 mole) are combined in 50 ml of polyphosphoric acid (PPA) and warmed with stirring on a steam bath for 2-3 days. The cooled reaction mixture is then poured into water and extracted into benzene, dried (anhydrous MgSO4) and the solvent removed in vacuo to give 7.5 g of product (31%), m.p. 72°-73°C.

Workup

  1. temperaturewarmed
  2. customThe cooled reaction mixture
  3. extractionextracted into benzene
  4. dry with materialdried (anhydrous MgSO4)
  5. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-831fb2cae472404aad66adacd142bf12
Source dataset
uspto-grants-1976_05
Patent number
US03954875

Reaction notes

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