Ethylene carbonate → 4-(2-Hydroxyethoxy)-p-quaterphenyl
Reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[CH:19]=[CH:18][C:17]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)=[CH:16][CH:15]=3)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.C1(=O)O[CH2:29][CH2:28][O:27]1>>[OH:27][CH2:28][CH2:29][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[CH:19]=[CH:18][C:17]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)=[CH:16][CH:15]=3)=[CH:10][CH:9]=2)=[CH:6][CH:7]=1Participants
3
Procedure
First, 19.2 g (60 mmol) of the HQ obtained in section (M) mentioned above was put in an 1-liter three-necked flask, and dissolved by the addition of 500 ml of sulforane. To this solution, 7.92 g (90 mmol) of ethylene carbonate was added, and the mixture was heated under a nitrogen atmosphere. Then 0.1 g of K2C03 was added at the reflux temperature of sulforane, and reflux was continued for 4 hours with stirring. After the reaction was completed, the reaction mixture was filtered and the filtrate was cooled. The white solid that was precipitated was collected by filtration and dried. In this way, 18.38 g (yield, 83% of 4-(2-hydroxyethoxy)-p-quaterphenyl (HEQ) was obtained. The liquid-crystal transition temperature of HEQ was 335° C.
Workup
- customabove was put in an 1-liter three-necked flask
- dissolutiondissolved by the addition of 500 ml of sulforane
- temperaturethe mixture was heated under a nitrogen atmosphere
- additionThen 0.1 g of K2C03 was added at the reflux temperature of sulforane
- temperaturereflux
- filtrationthe reaction mixture was filtered
- temperaturethe filtrate was cooled
- customThe white solid that was precipitated
- filtrationwas collected by filtration
- customdried
- customIn this way, 18.38 g (yield
Sources & evidence
- ORD record
- ord-a11983b204e04319a8208c3deecc86c9
- Source dataset
- uspto-grants-1991_04
- Patent number
- US05011879
Reaction notes
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