Boron trifluoride etherate → 2-(4-Benzyloxybenzyl)-2-phenoxybutyric acid ethyl ester

HRID 348345Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 348345
[CH2:1]([O:3][C:4](=[O:31])[C:5]([CH:15]([C:17]1[CH:22]=[CH:21][C:20]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[CH:19][CH:18]=1)O)([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:6][CH3:7])[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:31])[C:5]([CH2:15][C:17]1[CH:18]=[CH:19][C:20]([O:23][CH2:24][C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)=[CH:21][CH:22]=1)([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:6][CH3:7])[CH3:2]

Komponenten

6

Edukt 4

HCID 8000Boron trifluoride etherateHCID 10340Sodium CarbonateHCID 12052TriethylsilaneHCID 693526732-[(4-Benzyloxyphenyl)-hydroxymethyl]-2-phenoxy-butyric acid ethyl ester

Produkt 1

HCID 693525592-(4-Benzyloxybenzyl)-2-phenoxybutyric acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

2-[(4-Benzyloxyphenyl)-hydroxymethyl]-2-phenoxy-butyric 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 2-(4-benzyloxybenzyl)-2-phenoxybutyric 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-55ab47dc4c0e4e8b80b5f06065e3fbdb
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07176224B2

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