1,2-Dichloroethane → 1,1'-[ethane-1,2-diylbis(oxy)]bis(4-methylbenzene)

HRID 230080Notes

Reaction equation

HRID 230080 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[CH3:9][C:10]1[CH:11]=[C:12]([OH:16])[CH:13]=[CH:14][CH:15]=1.Br[CH2:18][CH2:19]Br.Cl[CH2:22][CH2:23]Cl>CC1C=C(C=CC=1)OCCOC1C=CC=C(C)C=1>[CH3:9][C:10]1[CH:11]=[C:12]([CH:13]=[CH:14][CH:15]=1)[O:16][CH2:18][CH2:19][O:8][C:5]1[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=1.[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:22][CH2:23][O:16][C:12]2[CH:11]=[CH:10][C:15]([CH3:18])=[CH:14][CH:13]=2)=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 111,2-DichloroethaneHCID 342M-CresolHCID 2879P-CresolHCID 78391,2-Dibromoethane

Product 2

HCID 2784371,1'-[ethane-1,2-diylbis(oxy)]bis(4-methylbenzene)HCID 21844701HCID 21844701, compound

Reagents, catalysts & solvents 1

HCID 973541,1'-[Ethane-1,2-diylbis(oxy)]bis(3-methylbenzene)Solvent2×

Procedure

A method in which 4-methylphenol is incorporated into, or added to, 3-methylphenol that is a main raw material for synthesis of 1,2-bis(3-methylphenoxy)ethane, such that an amount corresponding to the content defined in the present invention is attained, and the resultant mixture is reacted with 1,2-dihalogenoethane such as 1,2-dibromoethane or 1,2-dichloroethane, or the like. In this manner, 1-(3-methylphenoxy)-2-(4-methylphenoxy)ethane and/or 1,2-bis(4-methylphenoxy)ethane are/is formed in 1,2-bis(3-methylphenoxy)ethane that is a main product, to obtain a composition having a desired content thereof. According to this method, the composition of the present invention can be prepared directly, in the course of synthesis.

Sources & evidence

ORD record
ord-9c511b7991b142a5bf75db786f8745d4
Source dataset
uspto-grants-2009_07
Patent number
US07566682B2

Reaction notes

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