Triphenylphosphine → 2-[4-[(5E)-5-Decen-1-yloxy]phenyl]-5-[(5,5,6,6,7,7,8,8,8-nonafluorooctyl)oxy]pyrimidine

HRID 1882750

Reaktionsgleichung

Reaktionsgleichung von HRID 1882750
CCOC(/N=N/C(OCC)=O)=O.[F:13][C:14]([F:43])([C:33]([F:42])([F:41])[C:34]([F:40])([F:39])[C:35]([F:38])([F:37])[F:36])[CH2:15][CH2:16][CH2:17][CH2:18][O:19][C:20]1[CH:21]=[N:22][C:23]([C:26]2[CH:31]=[CH:30][C:29]([OH:32])=[CH:28][CH:27]=2)=[N:24][CH:25]=1.[CH2:44](O)[CH2:45][CH2:46][CH2:47]/[CH:48]=[CH:49]/[CH2:50][CH2:51][CH2:52][CH3:53].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1>[CH2:44]([O:32][C:29]1[CH:28]=[CH:27][C:26]([C:23]2[N:22]=[CH:21][C:20]([O:19][CH2:18][CH2:17][CH2:16][CH2:15][C:14]([F:13])([F:43])[C:33]([F:41])([F:42])[C:34]([F:39])([F:40])[C:35]([F:36])([F:37])[F:38])=[CH:25][N:24]=2)=[CH:31][CH:30]=1)[CH2:45][CH2:46][CH2:47]/[CH:48]=[CH:49]/[CH2:50][CH2:51][CH2:52][CH3:53]

Komponenten

6

Edukt 4

HCID 11776TriphenylphosphineHCID 52832925-Decen-1-ol, (5E)-HCID 5462977Diethyl azodicarboxylateHCID 1355858974-[5-[(5,5,6,6,7,7,8,8,8-Nonafluorooctyl)oxy]-2-pyrimidinyl]phenol

Produkt 1

HCID 235091492-[4-[(5E)-5-Decen-1-yloxy]phenyl]-5-[(5,5,6,6,7,7,8,8,8-nonafluorooctyl)oxy]pyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

A solution of DEAD (0.261 g, 1.50 mmol) in THF (20) was added dropwise to a stirred solution of 4-[5-(5,5,6,6,7,7,8,8,8-nonafluorooctyloxy)-pyrimidin-2-yl]-phenol (0.693 g, 1.50 mmol), trans-5-decen-1-ol (0.234 g, 1.50 mmol) and triphenylphosphine (0.399 g, 1.50 mmol) in THF (30) and the reaction mixture stirred at room temperature for 16 h. The solvent was removed in vacuo and the residues purified by column chromatography [silica gel, eluted with hexane/ethyl acetate (4:1)] to yield a colorless solid, which was recrystallized from ethanol.

Aufarbeitung

  1. customThe solvent was removed in vacuo
  2. customthe residues purified by column chromatography [silica gel, eluted with hexane/ethyl acetate (4:1)]
  3. customto yield a colorless solid, which
  4. customwas recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-104789d05eba48a690decbce1e4e773a
Quelldatensatz
uspto-grants-2004_07
Patentnummer
US06759101B2

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