Hexane → 2-(2-Methyl-6-styrylphenyl)-pyridine

HRID 1510918

反応式

HRID 1510918 の反応式
[C:1]1([CH3:13])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1.C(O[CH:18]=[CH:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)(=O)C.O1CCOCC1.CCCCCC>CCN(CC)CC.CCOC(C)=O>[CH3:13][C:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:18]=[CH:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:2]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1

参加物

7

反応物 4

HCID 8058HexaneHCID 312751,4-DioxaneHCID 825102-(o-Tolyl)pyridineHCID 1145762-Phenylvinyl acetate

生成物 1

HCID 689348242-(2-Methyl-6-styrylphenyl)-pyridine収率 97%

試薬・触媒・溶媒 2

HCID 8471Triethylamine溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A Teflon-coated magnetic stirring rod was placed in a 4 mL pressure proof screw vial, dried with heating, then, N2 gas was allowed to flow through the reaction apparatus for several minutes to purge the whole reaction apparatus with nitrogen. The reaction vessel was left to cool to room temperature, then, under a nitrogen flow, into the reaction vessel was added Ru(cod)(cot) complex (0.05 mmol, 15.08 mg), 2-o-tolylpyridine (1 mmol, 169 mg), styryl acetate (3 mmol, 486.6 mg) and dioxane (1.0 mL), and the reaction vessel was sealed. The mixture was heated at 100° C. by an oil bath and reacted for 40 hours. 40 hours after, the reaction solution was left to cool to room temperature, then, an internal standard was added, and the product was quantified by gas chromatography. Isolation of the product was carried out by silica gel column chromatography (i.d.=30 mm; length=170-250 mm; hexane:EtOAc:Et3N=8:1:0.1; 25 mL each). A subject substance 2-(2-methyl-6-styrylphenyl)-pyridine was obtained with a yield of 97%.

後処理

  1. customdried
  2. temperaturewith heating
  3. waitto flow through the reaction apparatus for several minutes
  4. customto purge the whole reaction apparatus with nitrogen
  5. waitThe reaction vessel was left
  6. customthe reaction vessel was sealed
  7. temperatureThe mixture was heated at 100° C. by an oil bath
  8. customreacted for 40 hours
  9. temperatureto cool to room temperature
  10. additionan internal standard was added

出典と根拠

ORDレコード
ord-db4a45db43154bfeb1f51fdf571faa71
出典データセット
uspto-grants-2012_07
特許番号
US08212048B2

関連ノート

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