8-Cyclopropyl-4,4-dimethyl-6-ethynyl-1-tetralone → 3-[4-(4-Cyclopropyl-8,8-dimethyl-5-oxo-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl)-phenyl]-acrylic acid ethyl ester

HRID 1765872ノート

反応式

HRID 1765872 の反応式
[CH:1]1([C:4]2[CH:5]=[C:6]([C:17]#[CH:18])[CH:7]=[C:8]3[C:13]=2[C:12](=[O:14])[CH2:11][CH2:10][C:9]3([CH3:16])[CH3:15])[CH2:3][CH2:2]1.[CH2:19]([O:21][C:22](=[O:32])/[CH:23]=[CH:24]/[C:25]1[CH:30]=[CH:29][C:28](I)=[CH:27][CH:26]=1)[CH3:20]>[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(N(CC)CC)C>[CH2:19]([O:21][C:22](=[O:32])[CH:23]=[CH:24][C:25]1[CH:30]=[CH:29][C:28]([C:18]#[C:17][C:6]2[CH:5]=[C:4]([CH:1]3[CH2:3][CH2:2]3)[C:13]3[C:12](=[O:14])[CH2:11][CH2:10][C:9]([CH3:15])([CH3:16])[C:8]=3[CH:7]=2)=[CH:27][CH:26]=1)[CH3:20]

参加物

6

反応物 2

HCID 211072418-Cyclopropyl-4,4-dimethyl-6-ethynyl-1-tetralone2 回HCID 21107276(E)-ethyl 3-(4-iodophenyl)acrylate

生成物 1

HCID 690726533-[4-(4-Cyclopropyl-8,8-dimethyl-5-oxo-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl)-phenyl]-acrylic acid ethyl ester

試薬・触媒・溶媒 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 178418476HCID 178418476、化合物触媒HCID 8471Triethylamine溶媒

実験手順

Following General Procedure B and using 8-cyclopropyl-4,4-dimethyl-6-ethynyl-1-tetralone (Intermediate 160, 0.1 g, 0.42 mmol), (E)-3 (4-iodo-phenyl) acrylic acid ethyl ester (0.13 g 0.42 mmol), triethyl amine (1 mL), copper(I)iodide (0.02 g, 0.1 mmol) and dichlorobis(triphenylphosphine)palladium(II) (0.070 g, 0.1 mmol) followed by flash column chromatography over silica gel (230–400 mesh), the title compound was obtained (0.12 g, 69%).

出典と根拠

ORDレコード
ord-c3651d8052844e72b83c4b364fe63863
出典データセット
uspto-grants-2007_06
特許番号
US07226951B2

反応ノート

読み込み中…