Triethylamine → Cyclopropyl-methyl-(3-trimethylsilanylethynyl-phenyl)-amine

HRID 1765823노트

반응식

HRID 1765823 반응식
Br[C:2]1[CH:3]=[C:4]([N:8]([CH:10]2[CH2:12][CH2:11]2)[CH3:9])[CH:5]=[CH:6][CH:7]=1.C(N(CC)CC)C.[CH3:20][Si:21]([C:24]#[CH:25])([CH3:23])[CH3:22].C(OCC)(=O)C>CCCCCC.[Cu]I.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH:10]1([N:8]([CH3:9])[C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([C:25]#[C:24][Si:21]([CH3:23])([CH3:22])[CH3:20])[CH:3]=2)[CH2:12][CH2:11]1

참가 물질

8

반응물 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 66111TrimethylsilylacetyleneHCID 21107154(3-Bromo-phenyl)-cyclopropyl-methyl-amine2회

생성물 1

HCID 57424251Cyclopropyl-methyl-(3-trimethylsilanylethynyl-phenyl)-amine수율 84%

시약·촉매·용매 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 178418476HCID 178418476, 화합물촉매HCID 8058Hexane용매

실험 절차

Following General Procedure D and using (3-bromo-phenyl)-cyclopropyl-methyl-amine (Intermediate 113, 0.056 g, 0.25 mmol), triethyl amine (3 mL), copper(I)iodide (0.025 g, 0.13 mmol), trimethylsilyl acetylene (2.5 mL, 17.6 mmol) and dichlorobis(triphenylphosphine)palladium(II) (0.065 g, 0.09 mmol) followed by flash column chromatography over silica gel (230–400 mesh) using 1.5% ethyl acetate in hexane as the eluent, the title compound (0.051 g, 84%) was obtained.

출처 및 근거

ORD 기록
ord-6129dfafc90d4ddab74a71403847e47d
출처 데이터셋
uspto-grants-2007_06
특허 번호
US07226951B2

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