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Tetrahydrofuran → HCID 18971050, Verbindung

HRID 2395202
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2395202
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][C:26]([F:38])([F:37])[C:27]([F:36])([F:35])[C:28]([F:34])([F:33])[C:29]([F:32])([F:31])[F:30])=[CH:19][CH:18]=2)=[CH:13][CH:12]=1.C(N(CC)CC)C.[O:46]1C[CH2:49][CH2:48][CH2:47]1.C(Cl)(=O)C=C>O>[C:47]([O:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:12]=[CH:13][C:14]([C:17]2[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][C:26]([F:37])([F:38])[C:27]([F:35])([F:36])[C:28]([F:33])([F:34])[C:29]([F:30])([F:31])[F:32])=[CH:19][CH:18]=2)=[CH:15][CH:16]=1)(=[O:46])[CH:48]=[CH2:49]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 13140Acryloyl chlorideHCID 18971052HCID 18971052, Verbindung

Produkt 1

HCID 18971050HCID 18971050, VerbindungAusbeute 44,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962
Water
Lösungsmittel

Versuchsvorschrift

In a flask whose content had been replaced with Ar, 1.5 g of 4-(8-hydroxyoctyloxy)-4'-[2-(perfluorobutyl)ethyloxy]biphenyl, 0.3 g of triethylamine, and 16 ml of tetrahydrofuran were placed. While this solution was being cooled with ice water, 0.3 g of acryloyl chloride was added dropwise. The reaction solution was allowed to warm up to room temperature, and was stirred for 3 hours. Thereafter, the reaction solution was poured into water and an organic layer was extracted with benzene. After the benzene layer was washed with water and dried over sodium sulfate anhydrous, the solvent was distilled away. The residue was purified by silica gel column chromatography (eluent: benzene), and recrystallized from acetone to give 0.7 g of 4-[8-(acryloyloxy)octyloxy]-4'-[2-(perfluorobutyl)ethyloxy]biphenyl (Y: 44.4%). The purity of the compound thus obtained was 98.4% by GC; 99.4% by HPLC; and 1 spot by TLC. The phase transition temperature of the resultant compound was as shown in Table 2 below.

Aufarbeitung

  1. additionwas added dropwise
  2. extractionan organic layer was extracted with benzene
  3. washAfter the benzene layer was washed with water
  4. dry with materialdried over sodium sulfate anhydrous
  5. distillationthe solvent was distilled away
  6. customThe residue was purified by silica gel column chromatography (eluent: benzene)
  7. customrecrystallized from acetone

Quellen und Nachweise

ORD-Eintrag
ord-eb8b69166ff04960bed86e4711a1df8d
Quelldatensatz
uspto-grants-1998_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05814378

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