Potassium Carbonate → 6-Cyclopropyl-2,2-dimethylchroman-8-carbaldehyde

HRID 402804

Reaktionsgleichung

Reaktionsgleichung von HRID 402804
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]2[C:57](=[C:58]([CH:60]=[O:61])[CH:59]=1)[O:56][C:55]([CH3:63])([CH3:62])[CH2:54][CH2:53]2>CC([O-])=O.CC([O-])=O.[Pd+2]>[CH:41]1([C:50]2[CH:51]=[C:52]3[C:57](=[C:58]([CH:60]=[O:61])[CH:59]=2)[O:56][C:55]([CH3:63])([CH3:62])[CH2:54][CH2:53]3)[CH2:43][CH2:42]1

Komponenten

6

Edukt 4

HCID 11430Potassium CarbonateHCID 111557942-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 23697338Potassium cyclopropyltrifluoroborateHCID 772308536-Chloro-2,2-dimethylchroman-8-carbaldehyde

Produkt 1

HCID 772308526-Cyclopropyl-2,2-dimethylchroman-8-carbaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 167845palladium(II) acetateKatalysator

Versuchsvorschrift

Using essentially the same procedure as Example 5-22, Step 4, Pd(OAc)2 (7.04 mg, 0.03 mmol), X-Phos (29.9 mg, 0.06 mmol), potassium carbonate (434 mg, 3.14 mmol), potassium cyclopropyltrifluoroborate (170 mg, 1.15 mmol) and 6-chloro-2,2-dimethyl-3,4-dihydro-2H-chromene-8-carbaldehyde (235 mg, 1.05 mmol, Example 5-26, Step 3) afforded the desired product as a pale-yellow oil.

Quellen und Nachweise

ORD-Eintrag
ord-6ccc0aa3f9044d488b96aefe37ec5959
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08742110B2

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