Thiophenol → 3-Bromopropyl phenyl sulfide

HRID 1164928ノート

反応式

HRID 1164928 の反応式
C(=O)([O-])[O-].[K+].[K+].[Br:7][CH2:8][CH2:9][CH2:10]Br.[C:12]1([SH:18])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>CC(CC)=O>[Br:7][CH2:8][CH2:9][CH2:10][S:18][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

参加物

5

反応物 3

HCID 7969ThiophenolHCID 80011,3-DibromopropaneHCID 11430Potassium Carbonate

生成物 1

HCID 70618473-Bromopropyl phenyl sulfide

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

Powdered anhydrous potassium carbonate (4.3 kg, 31 moles) was added to a mixture of 1,3-dibromopropane (6.55 kg, 32 moles), thiophenol (1.2 kg, 10.9 moles) and methylethylketone (9 L). The alkylation was carried out under a hood in a 22 liter flask equipped with a mechanical stirrer, heating mantle, and 2 reflux condensers. Nitrogen gas was passed over the top of the condensers. Within 30 minutes the mixture had generated enough heat to attain reflux. Reflux was then maintained for another 30 to 60 minutes. The mixture was permitted to come to room temperature over an 18 hour period. The solvent layer was siphoned off and filtered through celite. The salts were filtered and washed with acetone. The filtrates were concentrated. The residue was vacuum distilled. Three fractions were collected:

後処理

  1. customThe alkylation was carried out under a hood in a 22 liter flask
  2. customequipped with a mechanical stirrer
  3. temperatureheating mantle
  4. temperature2 reflux condensers
  5. temperatureWithin 30 minutes the mixture had generated enough heat
  6. temperatureto attain reflux
  7. temperatureReflux
  8. temperaturewas then maintained for another 30 to 60 minutes
  9. filtrationfiltered through celite
  10. filtrationThe salts were filtered
  11. washwashed with acetone
  12. concentrationThe filtrates were concentrated
  13. distillationdistilled
  14. customThree fractions were collected

出典と根拠

ORDレコード
ord-795ce74ff40342edbe1386d1e545e70c
出典データセット
uspto-grants-1990_03
特許番号
US04906658

反応ノート

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