3-Furanol, tetrahydro- → Methyl 4'-methyl-5-(tetrahydrofuran-3-yloxy)biphenyl-3-carboxylate

HRID 1845313Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1845313
[OH:1][C:2]1[CH:3]=[C:4]([C:15]([O:17][CH3:18])=[O:16])[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=2)[CH:7]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O[CH:39]1[CH2:43][CH2:42][O:41][CH2:40]1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>C(Cl)Cl>[CH3:14][C:11]1[CH:10]=[CH:9][C:8]([C:6]2[CH:7]=[C:2]([O:1][CH:39]3[CH2:43][CH2:42][O:41][CH2:40]3)[CH:3]=[C:4]([C:15]([O:17][CH3:18])=[O:16])[CH:5]=2)=[CH:13][CH:12]=1

Komponenten

6

Edukt 4

HCID 99603-Furanol, tetrahydro-HCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 58187967Methyl 5-hydroxy-4'-methyl-[1,1'-biphenyl]-3-carboxylate

Produkt 1

HCID 58188199Methyl 4'-methyl-5-(tetrahydrofuran-3-yloxy)biphenyl-3-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a stirred solution of methyl 5-hydroxy-4′-methylbiphenyl-3-carboxylate (120 mg, 0.47 mmol), triphenylphosphine (120 mg, 0.47 mmol), 3-hydroxytetrahydrofuran (45 mg, 0.50 mmol) in CH2Cl2 (7 mL) at rt was slowly added a solution of diisopropyl azodicarboxylate (100 mg, 0.50 mmol) in CH2Cl2 (2 mL). The mixture was stirred at rt overnight, and then concentrated in vacuo. The residue was purified by flash chromatography to afford the title compound.

Aufarbeitung

  1. concentrationconcentrated in vacuo
  2. customThe residue was purified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-3c061264a35c4d57a36ee264091fd7bb
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08946439B2

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