M-Xylene → HCID 18994048, compound

HRID 375048Notes

Reaction equation

HRID 375048 reaction equation
O.[C:2]1([C:8]([CH:10]=[O:11])=[O:9])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:12]1([CH3:19])[CH:17]=[CH:16][CH:15]=[C:14]([CH3:18])[CH:13]=1>ClC(Cl)C.[Ti](Cl)(Cl)(Cl)Cl>[CH3:19][C:12]1[CH:17]=[C:16]([CH:15]=[C:14]([CH3:18])[CH:13]=1)[CH:10]([OH:11])[C:8](=[O:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 7929M-XyleneHCID 12215922Glyoxal, phenyl-, hydrate

Product 1

HCID 18994048HCID 18994048, compound

Reagents, catalysts & solvents 2

HCID 24193Titanium TetrachlorideCatalystHCID 63651,1-DichloroethaneSolvent

Procedure

Phenylglyoxal monohydrate (304 mg, 2 mM) and m-xylene (0.49 ml, 4 mM) were dissolved in dichloroethane (4 ml), titanium tetrachloride (0.33 ml, 3 mM) was added, and reacted at room temperature for 30 minutes. Using the same procedure as in Example 1, 3', 5'-dimethylbenzoin was obtained as a light-yellow oil (363.2 mg, 75.3% yield).

Workup

  1. customreacted at room temperature for 30 minutes

Sources & evidence

ORD record
ord-6585b0686e04428b90da97ed41662992
Source dataset
uspto-grants-1996_01
Patent number
US05484689

Reaction notes

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