Tetrahydrofuran → HCID 69076270, 화합물

HRID 2377442노트

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HRID 2377442 반응식
[CH:1]([O:4][C:5](=[O:19])[C:6]1[CH:11]=[CH:10][C:9](Br)=[CH:8][C:7]=1[CH2:13][N:14]([CH:16]1[CH2:18][CH2:17]1)[CH3:15])([CH3:3])[CH3:2].C(N(CC)CC)C.O1CCCC1.[CH3:32][Si:33]([C:36]#[CH:37])([CH3:35])[CH3:34]>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.C(OCC)(=O)C>[CH:1]([O:4][C:5](=[O:19])[C:6]1[CH:11]=[CH:10][C:9]([C:37]#[C:36][Si:33]([CH3:35])([CH3:34])[CH3:32])=[CH:8][C:7]=1[CH2:13][N:14]([CH:16]1[CH2:18][CH2:17]1)[CH3:15])([CH3:3])[CH3:2]

참가 물질

9

반응물 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 66111TrimethylsilylacetyleneHCID 574242544-Bromo-2-[(cyclopropyl-methylamino)-methyl]-benzoic acid isopropyl ester2회

생성물 1

HCID 69076270HCID 69076270, 화합물

시약·촉매·용매 4

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 178418476HCID 178418476, 화합물촉매HCID 8058Hexane용매HCID 8857Ethyl Acetate용매

실험 절차

Following General Procedure D and using 4-bromo-2-[(cyclopropyl-methyl-amino)-methyl]-benzoic acid isopropyl ester (Intermediate 120, 1.23 g, 3.68 mmol), triethyl amine (10 mL), tetrahydrofuran (5 mL), copper(I)iodide (0.21 g, 1.1 mmol), trimethylsilyl acetylene (2.1 mL, 14.7 mmol) and dichlorobis(triphenylphosphine)palladium(II) (0.77 g, 1.1 mmol) followed by flash column chromatography over silica gel (230-400 mesh) using 7% ethyl acetate in hexane as the eluent, the title compound was obtained as an oil (1.2 g, ˜100%).

출처 및 근거

ORD 기록
ord-0d2242810c1b4dbd90aca07de4b43012
출처 데이터셋
uspto-grants-2008_12
특허 번호
US07468391B2

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