Potassium Carbonate → 8-cyclopropyl-4,4-dimethyl-3,4-dihydro-2H-thiochromene-6-carbaldehyde

HRID 402810

Reaktionsgleichung

Reaktionsgleichung von HRID 402810
CC(C1C=C(C(C)C)C(C2C=CC=CC=2P(C2CCCCC2)C2CCCCC2)=C(C(C)C)C=1)C.C(=O)([O-])[O-].[K+].[K+].[CH:41]1([B-](F)(F)F)[CH2:43][CH2:42]1.[K+].Cl[C:50]1[CH:51]=[C:52]([CH:62]=[O:63])[CH:53]=[C:54]2[C:59]=1[S:58][CH2:57][CH2:56][C:55]2([CH3:61])[CH3:60]>CC([O-])=O.CC([O-])=O.[Pd+2]>[CH:41]1([C:50]2[CH:51]=[C:52]([CH:62]=[O:63])[CH:53]=[C:54]3[C:59]=2[S:58][CH2:57][CH2:56][C:55]3([CH3:60])[CH3:61])[CH2:43][CH2:42]1

Komponenten

6

Edukt 4

HCID 11430Potassium CarbonateHCID 111557942-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 23697338Potassium cyclopropyltrifluoroborateHCID 866768178-Chloro-4,4-dimethylthiochroman-6-carbaldehyde

Produkt 1

HCID 866852688-cyclopropyl-4,4-dimethyl-3,4-dihydro-2H-thiochromene-6-carbaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 167845palladium(II) acetateKatalysator

Versuchsvorschrift

Using essentially the same procedure as Example 5-22, Step 4, Pd(OAc)2 (5.18 mg, 0.02 mmol), X-Phos (22.0 mg, 0.05 mmol), potassium carbonate (319 mg, 2.30 mmol), potassium cyclopropyltrifluoroborate (125 mg, 0.84 mmol), and 8-chloro-4,4-dimethyl-3,4-dihydro-2H-thiochromene-6-carbaldehyde (185 mg, 0.77 mmol, Example 5-29, Step 3) afforded the desired product as a yellow oil.

Quellen und Nachweise

ORD-Eintrag
ord-02a5a7ac6ff043f9ac7a5a2a786cf475
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08742110B2

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