2-Methyl-3-butyn-2-ol → 2-Methyl-6-phenyl-hexa-3,5-diyn-2-ol

HRID 1446050ノート

反応式

HRID 1446050 の反応式
Br[C:2]#[C:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C(=O)([O-])[O-].[K+].[K+].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH3:35][C:36]([OH:40])([C:38]#[CH:39])[CH3:37]>[Pd].[Cu](I)I.COCCOC>[CH3:35][C:36]([OH:40])([C:38]#[C:39][C:2]#[C:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[CH3:37]

参加物

8

反応物 4

HCID 82582-Methyl-3-butyn-2-olHCID 11430Potassium CarbonateHCID 11776TriphenylphosphineHCID 136737(Bromoethynyl)benzene

生成物 1

HCID 40884452-Methyl-6-phenyl-hexa-3,5-diyn-2-ol

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 83717Copper iodide触媒HCID 80711,2-Dimethoxyethane溶媒

反応条件

温度
100 °C

実験手順

A mixture of bromophenylacetylene (5.0 g, 27.6 mmol), potassium carbonate (9.54 g, 69.0 mmol), copper iodide (0.54 g, 2.8 mmol), palladium on carbon (5%, 500 mg), triphenylphosphine (0.72 g, 2.8 mmol), 2-methyl-3-butyn-2-ol (11.6 g, 138 mmol) and 1,2-dimethoxyethane (100 ml) was stirred overnight at 100° C. The product mixture was evaporated. Chromatography on silica gel with petroleum and ethyl acetate (2:1), gave the title compound. Yield 1.06 g (21%).

後処理

  1. customThe product mixture was evaporated

出典と根拠

ORDレコード
ord-1598f68f22224dc8801b5f6c87b10449
出典データセット
uspto-grants-2010_02
特許番号
US07667040B2

反応ノート

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