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Triethylamine → [2-Fluoro-4-(2,2,4,4-tetramethyl-8-trimethylsilanyiethynyl-chroman-6-ylethynyl)-phenyl]-acetic acid methyl ester

HRID 898671
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HRID 898671 반응식
[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[C:11]([C:13]#[C:14][Si:15]([CH3:18])([CH3:17])[CH3:16])[CH:12]=1)[O:9][C:8]([CH3:20])([CH3:19])[CH2:7][C:6]2([CH3:22])[CH3:21])#[CH:2].[CH3:23][O:24][C:25](=[O:35])[CH2:26][C:27]1[CH:32]=[CH:31][C:30](I)=[CH:29][C:28]=1[F:34].C(N(CC)CC)C.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>[CH3:23][O:24][C:25](=[O:35])[CH2:26][C:27]1[CH:32]=[CH:31][C:30]([C:2]#[C:1][C:3]2[CH:4]=[C:5]3[C:10](=[C:11]([C:13]#[C:14][Si:15]([CH3:18])([CH3:17])[CH3:16])[CH:12]=2)[O:9][C:8]([CH3:20])([CH3:19])[CH2:7][C:6]3([CH3:22])[CH3:21])=[CH:29][C:28]=1[F:34]
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 187102252-Fluoro-4-iodo phenyl acetic acid methyl esterHCID 600838886-Ethynyl-8-trimethylsilanylethynyl-2,2,4,4-tetramethyl chroman

생성물 1

HCID 69212794[2-Fluoro-4-(2,2,4,4-tetramethyl-8-trimethylsilanyiethynyl-chroman-6-ylethynyl)-phenyl]-acetic acid methyl ester

시약·촉매·용매 3

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

실험 절차

Following general procedure J and using 6-ethynyl-8-trimethylsilanylethylnyl-2,2,4,4-tetramethyl chroman (Compound 37, 0.1 g, 0.32 mmol), 2-fluoro-4-iodo phenyl acetic acid methyl ester (see U.S. Pat. No. 6,252,090, 0.095 g, 0.32 mmol), triethyl amine, copper(I)iodide (0.019 g, 0.1 mmol) and dichlorobis(triphenylphosphine)palladium(II) (0.071 g, 0.1 mmol), followed by flash column chromatography over silica gel (230-400 mesh) using 4-10% ethyl acetate in hexane as the eluent, the title compound was obtained as an oil (0.11 g, 72%).

출처 및 근거

ORD 기록
ord-52dbb16ca4ca41dda155fbafe905575d
출처 데이터셋
uspto-grants-2008_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07351737B2

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