18-Crown-6 → 4-(6-Hydroxyhexyloxy)-4'-nitrobiphenyl

HRID 1639147Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1639147
[K].[OH:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.I[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][OH:25].C1OCCOCCOCCOCCOCCOC1>C1(C)C=CC=CC=1>[OH:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=2)=[CH:7][CH:8]=1

Komponenten

6

Edukt 4

HCID 2855718-Crown-6HCID 1380784-Hydroxy-4'-nitrobiphenylHCID 5462222Potassium2×HCID 130890816-Iodo-1-hexanol

Produkt 1

HCID 197795694-(6-Hydroxyhexyloxy)-4'-nitrobiphenyl

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

To 500 ml of toluene in a one liter round bottom flask, fitted with a condenser and magnetic stirrer, are added 7.6 g (0.03M) of the potassium salt of 4-hydroxy-4'-nitrobiphenyl, 4.9 g (0.035M) of 6-iodo-1-hexanol, and 0.5 g of 18-crown-6 ether. The mixture is refluxed for about 20 hours until all of the potassium salt has dissolved and reacted as evidenced by the absence of the blue crystalline solid. The solution is filtered hot, and then cooled to room temperature. After solvent removal, the solid residue is recrystallized from ethanol to yield a purified product, m.p. 117°-119° C.

Aufarbeitung

  1. dissolutionhas dissolved
  2. customreacted
  3. filtrationThe solution is filtered hot
  4. customAfter solvent removal
  5. customthe solid residue is recrystallized from ethanol
  6. customto yield a purified product, m.p. 117°-119° C.

Quellen und Nachweise

ORD-Eintrag
ord-e6ff32e5c269423f8f3348de3be70c6e
Quelldatensatz
uspto-grants-1989_11
Patentnummer
US04882402

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