Reaktionsgleichung
[Br-].[C:2]([CH2:5][CH2:6][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([OH:4])=[O:3].C[Si]([N-][Si](C)(C)C)(C)C.[Na+].[F:36][C:37]1[CH:44]=[CH:43][C:40]([CH:41]=O)=[CH:39][C:38]=1[O:45][CH3:46]>C1COCC1.O>[F:36][C:37]1[CH:44]=[CH:43][C:40]([CH:41]=[CH:6][CH2:5][C:2]([OH:4])=[O:3])=[CH:39][C:38]=1[O:45][CH3:46]Komponenten
6
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
To a solution of (2-carboxyethyl)triphenylphosphonium bromide (14.8 g, 35.7 mmol) in THF (40 mL) was added NaHMDS (35.8 mL, 71.5 mmol) at −20° C., and the reaction was stirred for 20 min. 4-Fluoro-3-methoxybenzaldehyde (5.0 g, 32.5 mmol) was added to the reaction at −78° C., and the reaction was stirred overnight while warming to rt. The reaction was diluted with water (30 mL) and extracted with EtOAc (3×30 mL). Organics were washed with brine (30 mL), dried (Na2SO4), and concentrated to give 6.0 g (88%) of the crude title compound as a yellow solid. [M+H] Calc'd for C11H11FO3, 211. Found, 211.
Aufarbeitung
- stirringthe reaction was stirred overnight
- extractionextracted with EtOAc (3×30 mL)
- washOrganics were washed with brine (30 mL)
- dry with materialdried (Na2SO4)
- concentrationconcentrated
Quellen und Nachweise
- ORD-Eintrag
- ord-d4b82c32f5b84eb5b871baa937977e4c
- Quelldatensatz
- uspto-grants-2016_09
- Patentnummer
- US09447046B2
Verknüpfte Notizen
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