Dimethylamine → HCID 72546103, compound

HRID 2280075Notes

Reaction equation

HRID 2280075 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.Cl[C:45]1[CH:54]=[CH:53][CH:52]=[C:51]2[C:46]=1[CH:47]=[C:48]1[CH2:67][C:59]3([CH2:64][O:63][C:62]([CH3:66])([CH3:65])[O:61][CH2:60]3)[CH2:58][C:49]1=[C:50]2[C:55](=[O:57])[CH3:56].CCCCCC.CCOC(C)=O.[CH3:80][NH:81][CH3:82]>C1COCC1>[CH3:80][N:81]([CH3:82])[C:45]1[CH:54]=[CH:53][CH:52]=[C:51]2[C:46]=1[CH:47]=[C:48]1[CH2:67][C:59]3([CH2:64][O:63][C:62]([CH3:66])([CH3:65])[O:61][CH2:60]3)[CH2:58][C:49]1=[C:50]2[C:55](=[O:57])[CH3:56]

Participants

7

Reactant 5

HCID 674DimethylamineHCID 2733832Lithium HexamethyldisilazideHCID 162179852-Dicyclohexylphosphino-2',6'-diisopropoxybiphenylHCID 21226206Ethyl acetate hexaneHCID 86702742HCID 86702742, compound

Product 1

HCID 72546103HCID 72546103, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent3×

Procedure

Follows general procedure (pag. 13): [RuPhos Palladacyle] (0.0015 g, 0.0021 mmol), LHMDS (0.17 mL of a 1.0 M solution in THF, 0.17 mmol), 5a (0.030 g, 0.087 mmol) in THF (0.3 mL), dimethylamine (0.065 mL of a 2.0 M solution in THF, 0.13 mmol). The title compound was isolated (n-hexane/AcOEt 8:2, 0.019 g, 62% yield) as a yellow solid.

Sources & evidence

ORD record
ord-b5ecbf97d56e41b5a5aa84b2539a74e0
Source dataset
uspto-grants-2015_09
Patent number
US09133234B2

Reaction notes

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