Propylbenzene → 4'-n-Propylbenzoin

HRID 375039

Reaction equation

HRID 375039 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.[CH3:12][CH2:13][CH2:14][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1>ClC(Cl)C.[Ti](Cl)(Cl)(Cl)Cl>[CH2:14]([C:15]1[CH:16]=[CH:17][C:18]([CH:10]([OH:11])[C:8](=[O:9])[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[CH:19][CH:20]=1)[CH2:13][CH3:12]

Participants

5

Reactant 2

HCID 7668PropylbenzeneHCID 12215922Glyoxal, phenyl-, hydrate

Product 1

HCID 235130734'-n-Propylbenzoin

Reagents, catalysts & solvents 2

HCID 24193Titanium TetrachlorideCatalystHCID 63651,1-DichloroethaneSolvent

Procedure

Phenylglyoxal monohydrate (304 mg, 2 mM) and n-propylbenzene (0.56 ml, 4 mM) were dissolved in dichloroethane (6 ml), titanium tetrachloride (0.33 ml, 3 mM) was added, and reacted at room temperature for 2 hours. Using the same procedure as in Example 1, 4'-n-propylbenzoin was obtained as crystal (369.9 mg, 71.9% yield).

Workup

  1. customreacted at room temperature for 2 hours

Sources & evidence

ORD record
ord-7f653613e6a844f1b8ccd17d83cc7118
Source dataset
uspto-grants-1996_01
Patent number
US05484689

Linked notes

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