Cumene → 4'-Iso-propylbenzoin

HRID 375040

Reaction equation

HRID 375040 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([CH:18]([CH3:20])[CH3:19])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>ClC(Cl)C.[Ti](Cl)(Cl)(Cl)Cl>[CH:18]([C:12]1[CH:17]=[CH:16][C:15]([CH:10]([OH:11])[C:8](=[O:9])[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[CH:14][CH:13]=1)([CH3:20])[CH3:19]

Participants

5

Reactant 2

HCID 7406CumeneHCID 12215922Glyoxal, phenyl-, hydrate

Product 1

HCID 235130844'-Iso-propylbenzoin

Reagents, catalysts & solvents 2

HCID 24193Titanium TetrachlorideCatalystHCID 63651,1-DichloroethaneSolvent

Procedure

Phenylglyoxal monohydrate (304 mg, 2 mM) and cumene (0.56 ml, 4 mM) were dissolved in dichloroethane (4 ml), titanium tetrachloride (0.33 ml, 3 mM) was added, and reacted at room temperature for 4 hours. Using the same procedure as in Example 1, 4'-iso-propylbenzoin was obtained as crystal (300.6 mg, 59.6% yield).

Workup

  1. customreacted at room temperature for 4 hours

Sources & evidence

ORD record
ord-a59f05440ff34bdb954e0a75ad6ad70d
Source dataset
uspto-grants-1996_01
Patent number
US05484689

Linked notes

Loading…