Boron trifluoride etherate → 4-Trifluoromethylphenoxy-3-(4-benzyloxyphenyl)-2-methyl-propionic acid ethyl ester

HRID 348351Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 348351
[CH2:1]([O:3][C:4](=[O:34])[C:5]([O:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][CH:25]=1)([CH3:22])[CH:6]([C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:10][CH:9]=1)O)[CH3:2].B(F)(F)F.CCOCC.C([SiH](CC)CC)C.C([O-])([O-])=O.[Na+].[Na+]>C(Cl)Cl>[CH2:1]([O:3][C:4](=[O:34])[C:5]([O:23][C:24]1[CH:25]=[CH:26][C:27]([C:30]([F:32])([F:31])[F:33])=[CH:28][CH:29]=1)([CH3:22])[CH2:6][C:8]1[CH:9]=[CH:10][C:11]([O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:12][CH:13]=1)[CH3:2]

Komponenten

6

Edukt 4

HCID 8000Boron trifluoride etherateHCID 10340Sodium CarbonateHCID 12052TriethylsilaneHCID 693540723-(4-Benzyloxyphenyl)-3-hydroxy-2-(4-trifluoromethylphenoxy)-2-methylpropionic acid ethyl ester

Produkt 1

HCID 693525554-Trifluoromethylphenoxy-3-(4-benzyloxyphenyl)-2-methyl-propionic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

3-(4-Benzyloxyphenyl)-3-hydroxy-2-(4-trifluoromethylphenoxy)-2-methylpropionic acid ethyl ester (9.5 mmol) in anhydrous CH2Cl2 (30 mL) was cooled to 0° C. and treated with BF3-Et2O (1.16 mL, 9.5 mmol) and triethylsilane (1.51 mL, 9.5 mmol). The mixture was stirred for 2 h and gradually warmed to ambient temperature. Saturated aqueous Na2CO3 (15 mL) was added and the mixture was stirred vigorously. The solution was partitioned and the organic layer was washed twice with water and brine, dried over Na2SO4, and concentrated in vacuo to produce 3-(4-benzyloxyphenyl)-2-(4-trifluoromethylphenoxy)-2-methylpropionic acid ethyl ester as an oil.

Aufarbeitung

  1. stirringthe mixture was stirred vigorously
  2. customThe solution was partitioned
  3. washthe organic layer was washed twice with water and brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d9bbc7db2ebe4c96a240ce7add8dc33d
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07176224B2

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