Propargyl bromide → 2-Propargyloxy-2-phenyl-3-butyne

HRID 52392

反応式

HRID 52392 の反応式
[CH2:1](Br)[C:2]#[CH:3].[C:5]1([C:11]([OH:15])([C:13]#[CH:14])[CH3:12])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[OH-].[Na+].S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.O>CCCCCC.O>[CH2:1]([O:15][C:11]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)([C:13]#[CH:14])[CH3:12])[C:2]#[CH:3]

参加物

7

反応物 4

HCID 7842Propargyl bromideHCID 14798Sodium HydroxideHCID 920983-Hydroxy-3-phenyl-1-butyneHCID 86750630Tetrabutyl ammonium hydrogen sulfate water

生成物 1

HCID 112523922-Propargyloxy-2-phenyl-3-butyne収率 65%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8058Hexane溶媒

実験手順

Propargyl bromide (22 g, 0.15 mol) was dissolved in 140 ml of n-hexane. This solution, 2-phenyl-3-butyne-2-ol (14.6 g, 0.1 mol), NaOH (60 g, 1.5 mol) and a catalytic amount of tetrabutyl ammonium hydrogen sulfate/water (120 ml) were mixed, reacted for 24 hours at an ambient temperature and refluxed for 30 minutes. After completion of the reaction, the mixture was cooled to an ambient temperature and water (100 ml) was added. The organic phase was extracted with 30 ml of n-hexane, three times. The extracted organic solvent was dried with anhydrous magnesium sulfate, filtered and evaporated to separate. b.p.: 61° C./0.5 mmHg; yield: 65%; MS: m/e 184 (parent), 129 (base).

後処理

  1. customreacted for 24 hours at an ambient temperature
  2. temperaturerefluxed for 30 minutes
  3. customAfter completion of the reaction
  4. extractionThe organic phase was extracted with 30 ml of n-hexane, three times
  5. dry with materialThe extracted organic solvent was dried with anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customevaporated
  8. customto separate

出典と根拠

ORDレコード
ord-0eda761b3ecf455a8a5934f3ae9aab88
出典データセット
uspto-grants-1997_04
特許番号
US05616669

関連ノート

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