Methanol → 1,1'-(Dimethoxymethylene)bisbenzene

HRID 406960

Reaction equation

HRID 406960 reaction equation
[C:1]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:15](OC)(OC)[O:16]C.O.[CH3:23]O>Cl(O)(=O)(=O)=O>[CH3:23][O:8][C:1]([O:16][CH3:15])([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 3102BenzophenoneHCID 9005Trimethyl orthoformate

Product 1

HCID 752281,1'-(Dimethoxymethylene)bisbenzene

Reagents, catalysts & solvents 1

HCID 24247Perchloric AcidCatalyst

Conditions

Temperature
27.5 °C

Procedure

In a round bottom flask, (10 g) Benzophenone in 20 ml methanol was taken. 12 ml (2 equiv.) trimethyl orthoformate was added into the reaction mixture in a single lot and the reaction mixture was stirred at 25-30° C. 3-4 drop perchloric acid (HClO4 as a catalyst) was added and reflux it for 9 hr. After completion of the reaction, the reaction mass was dumped into water. Subsequently, the reaction mass was stirred for 15 min, filtered it and wash the solid mass with water to obtain white solid product.

Workup

  1. temperaturereflux it for 9 hr
  2. customAfter completion of the reaction
  3. stirringSubsequently, the reaction mass was stirred for 15 min
  4. filtrationfiltered it
  5. washwash the solid mass with water
  6. customto obtain white solid product

Sources & evidence

ORD record
ord-37aefd6501b448d09a4b511770d147c4
Source dataset
uspto-grants-2014_06
Patent number
US08754207B2

Linked notes

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