Tetrahydrofuran → HCID 69076270、化合物

HRID 2377442ノート

反応式

HRID 2377442 の反応式
[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]

参加物

9

反応物 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 66111TrimethylsilylacetyleneHCID 574242544-Bromo-2-[(cyclopropyl-methylamino)-methyl]-benzoic acid isopropyl ester2 回

生成物 1

HCID 69076270HCID 69076270、化合物

試薬・触媒・溶媒 4

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 178418476HCID 178418476、化合物触媒HCID 8058Hexane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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%).

出典と根拠

ORDレコード
ord-0d2242810c1b4dbd90aca07de4b43012
出典データセット
uspto-grants-2008_12
特許番号
US07468391B2

反応ノート

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