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Hexylbenzene → 4'-n-Hexylbenzoin

HRID 375044
Notes
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Reaction equation

HRID 375044 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.[CH2:12]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]>ClC(Cl)C.[Ti](Cl)(Cl)(Cl)Cl>[CH2:12]([C:18]1[CH:19]=[CH:20][C:21]([CH:10]([OH:11])[C:8](=[O:9])[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[CH:22][CH:23]=1)[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 14109HexylbenzeneHCID 12215922Glyoxal, phenyl-, hydrate

Product 1

HCID 235130694'-n-Hexylbenzoin

Reagents, catalysts & solvents 2

HCID 24193Titanium TetrachlorideCatalystHCID 63651,1-DichloroethaneSolvent

Procedure

Phenylglyoxal monohydrate (304 mg, 2 mM) and n-hexylbenzene (0.76 ml, 4 mM) were dissolved in dichloroethane (3 ml), titanium tetrachloride (0.33 ml, 3 mM) was added, and reacted at room temperature for 1 hour. Using the same procedure as in Example 1, 4'-n-hexylbenzoin was obtained as crystal (352.8 mg, 59.4% yield).

Workup

  1. customreacted at room temperature for 1 hour

Sources & evidence

ORD record
ord-d0629f092da5423c9442b00eb2dd7720
Source dataset
uspto-grants-1996_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05484689

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes