1,2-Dimethoxyethane → 3-(3,5-Di-t-butyl-4-hydroxyphenyl)-3-methoxybenzaldehyde

HRID 488834

Reaktionsgleichung

Reaktionsgleichung von HRID 488834
Br[C:2]1[CH:7]=[C:6]([C:8]([CH3:11])([CH3:10])[CH3:9])[C:5]([OH:12])=[C:4]([C:13]([CH3:16])([CH3:15])[CH3:14])[CH:3]=1.CO[C:19]1[CH:24]=[CH:23][C:22]([CH:25]=[O:26])=[CH:21][C:20]=1B(O)O.[C:30]([O-])([O-])=[O:31].[K+].[K+].C(COC)OC>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.O>[C:13]([C:4]1[CH:3]=[C:2]([C:20]2([O:31][CH3:30])[CH:19]=[CH:24][CH:23]=[C:22]([CH:25]=[O:26])[CH2:21]2)[CH:7]=[C:6]([C:8]([CH3:11])([CH3:10])[CH3:9])[C:5]=1[OH:12])([CH3:16])([CH3:15])[CH3:14]

Komponenten

7

Edukt 4

HCID 80711,2-DimethoxyethaneHCID 11430Potassium CarbonateHCID 708294-Bromo-2,6-di-tert-butylphenolHCID 27343675-Formyl-2-methoxyphenylboronic acid

Produkt 1

HCID 222682853-(3,5-Di-t-butyl-4-hydroxyphenyl)-3-methoxybenzaldehydeAusbeute 61 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418397HCID 178418397, VerbindungKatalysatorHCID 962WaterLösungsmittel

Versuchsvorschrift

The intermediate 3-(3,5-di-t-butyl-4-hydroxyphenyl)-3-methoxybenzaldehyde was prepared in a manner similar to the procedure described in Example 1 b using 4-bromo-2,6-di-t-butylphenol (0.50 g, 1.75 mmol), 2-methoxy-5-formylphenyl boronic acid (0.315 g, 1.75 mmol), tetrakis(triphenylphosphine)palladium(0) (0.20 g, 0.175 mmol), K2CO3 (0.95 g, 7.0 mmol), dimethoxyethane (15 mL) and H2O (1 mL); 367 mg, 61% yield.

Quellen und Nachweise

ORD-Eintrag
ord-f1cd4724d52f460e9bf5e7053a1f0c30
Quelldatensatz
uspto-grants-2005_12
Patentnummer
US06974826B2

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