Triphenylphosphine → 3-[2-(2,4-Dichlorophenyl)ethoxy]-4-methoxybenzoic acid ethyl ester

HRID 993484

Reaktionsgleichung

Reaktionsgleichung von HRID 993484
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CCOC(/N=N/C(OCC)=O)=O.[CH2:32]([O:34][C:35](=[O:45])[C:36]1[CH:41]=[CH:40][C:39]([O:42][CH3:43])=[C:38]([OH:44])[CH:37]=1)[CH3:33].[Cl:46][C:47]1[CH:52]=[C:51]([Cl:53])[CH:50]=[CH:49][C:48]=1[CH2:54][CH2:55]O>C1COCC1>[CH2:32]([O:34][C:35](=[O:45])[C:36]1[CH:41]=[CH:40][C:39]([O:42][CH3:43])=[C:38]([O:44][CH2:55][CH2:54][C:48]2[CH:49]=[CH:50][C:51]([Cl:53])=[CH:52][C:47]=2[Cl:46])[CH:37]=1)[CH3:33]

Komponenten

6

Edukt 4

HCID 11776TriphenylphosphineHCID 27340992,4-Dichlorophenethyl alcoholHCID 5462977Diethyl azodicarboxylateHCID 15480330Ethyl 3-hydroxy-4-methoxybenzoate

Produkt 1

HCID 154803313-[2-(2,4-Dichlorophenyl)ethoxy]-4-methoxybenzoic acid ethyl esterAusbeute 38,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 10 g (38.3 mmol) of triphenylphosphane in 100 ml of THF were added 6.7 g (3.83 mmol) of DEAD over 5 min at room temperature. After 30 min at room temperature, 5 g (25.5 mmol) of 3-hydroxy-4-methoxybenzoic acid ethyl ester and 4.87 g (25.5 mmol) of 2-(2,4-dichlorophenyl)ethanol were added and the mixture was stirred at room temperature for 12 h. The solvent was removed and the residue was separated by chromatography to give 3.6 g (38%) of the title compound.

Aufarbeitung

  1. customThe solvent was removed
  2. customthe residue was separated by chromatography

Quellen und Nachweise

ORD-Eintrag
ord-2e555f1e061b4f3ba6fdac75682dcec8
Quelldatensatz
uspto-grants-2002_10
Patentnummer
US06472562B1

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