Dimethylamine → HCID 72546105, compound

HRID 2280077Notes

Reaction equation

HRID 2280077 reaction equation
CC(OC1C=CC=C(OC(C)C)C=1C1C(P(C2CCCCC2)C2CCCCC2)=CC=CC=1)C.[Li+].C[Si]([N-][Si](C)(C)C)(C)C.[Si:44]([O:51][CH2:52][C:53]1([CH2:70][O:71][Si:72]([C:75]([CH3:78])([CH3:77])[CH3:76])([CH3:74])[CH3:73])[CH2:69][C:56]2=[CH:57][C:58]3[C:63]([C:64]([C:65](=[O:67])[CH3:66])=[C:55]2[CH2:54]1)=[CH:62][CH:61]=[CH:60][C:59]=3Cl)([C:47]([CH3:50])([CH3:49])[CH3:48])([CH3:46])[CH3:45].CCCCCC.CCOCC.[CH3:90][NH:91][CH3:92]>C1COCC1>[Si:44]([O:51][CH2:52][C:53]1([CH2:70][O:71][Si:72]([C:75]([CH3:78])([CH3:77])[CH3:76])([CH3:74])[CH3:73])[CH2:69][C:56]2=[CH:57][C:58]3[C:63]([C:64]([C:65](=[O:67])[CH3:66])=[C:55]2[CH2:54]1)=[CH:62][CH:61]=[CH:60][C:59]=3[N:91]([CH3:92])[CH3:90])([C:47]([CH3:50])([CH3:49])[CH3:48])([CH3:46])[CH3:45]

Participants

7

Reactant 5

HCID 674DimethylamineHCID 2733832Lithium HexamethyldisilazideHCID 162179852-Dicyclohexylphosphino-2',6'-diisopropoxybiphenylHCID 21584099Diethylether hexaneHCID 86702746HCID 86702746, compound

Product 1

HCID 72546105HCID 72546105, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent3×

Procedure

Follows general procedure (pag. 13): [RuPhos Palladacyle] (0.0013 g, 0.0018 mmol), LHMDS (0.15 mL of a 1.0 M solution in THF, 0.15 mmol), 5c (0.040 g, 0.075 mmol) in THF (0.3 mL), dimethylamine (0.056 mL of a 2.0 M solution in THF, 0.11 mmol). The title compound was isolated (n-hexane/Et2O 8:2, 0.029 g, 71% yield) as a yellow oil.

Sources & evidence

ORD record
ord-4cbf0dfc320b4fafa428ff84c08441fa
Source dataset
uspto-grants-2015_09
Patent number
US09133234B2

Reaction notes

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