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

HRID 52392노트

반응식

HRID 52392 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 112523922-Propargyloxy-2-phenyl-3-butyne수율 65%

시약·촉매·용매 2

HCID 962Water용매HCID 8058Hexane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-0eda761b3ecf455a8a5934f3ae9aab88
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05616669

반응 노트

불러오는 중…