Benzaldehyde → HCID 12787791, compound

HRID 73478

Reaction equation

HRID 73478 reaction equation
[CH:1]1[CH:6]=[CH:5][C:4]([CH2:7][C:8]2[CH:13]=[CH:12][C:11](Br)=[CH:10][CH:9]=2)=[CH:3][CH:2]=1.[CH:15](=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.BrC1C=CC(C(O)C2C=CC=CC=2)=CC=1>C(Cl)(Cl)Cl>[C:16]1([CH:15]([OH:22])[C:11]2[CH:12]=[CH:13][C:8]([CH2:7][C:4]3[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=3)=[CH:9][CH:10]=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 98221p-Bromobenzhydryl alcoholHCID 2360001-Benzyl-4-bromobenzene

Product 1

HCID 12787791HCID 12787791, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

α,α′-Diphenyl-α-hydroxyl-p-xylene was prepared as shown in Scheme 4 by using 29.0 g (117 mmol) of 4-bromo diphenylmethane and 11.2 g (106 mmol) of benzaldehyde/19.7 g (106 mmol) by the similar procedure to the method for preparing 4-bromobenzhydrol. The crude product was dissolved in chloroform and filtered through G60 column filled with silica gel. After evaporating the solvent, the result product was recrystallized with hexane/chloroform (9:1 v/v) to provide a yield of 86%. MP: 64° C.

Workup

  1. filtrationfiltered through G60 column
  2. additionfilled with silica gel
  3. customAfter evaporating the solvent
  4. customthe result product was recrystallized with hexane/chloroform (9:1 v/v)
  5. customto provide a yield of 86%

Sources & evidence

ORD record
ord-7766ab21459b46588f604b233799d610
Source dataset
uspto-grants-2014_09
Patent number
US08829155B2

Linked notes

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