Water → 3-Furylthio-pentan-2-one

HRID 1859265

反応式

HRID 1859265 の反応式
C[C:2]([O-:5])([CH3:4])C.[K+].[CH2:7]([SH:13])[C:8]1OC=CC=1.Br[CH:15]([CH2:19][CH3:20])[C:16](=[O:18])[CH3:17].O>O1CCCC1>[O:5]1[CH:2]=[CH:4][C:7]([S:13][CH2:17][C:16](=[O:18])[CH2:15][CH2:19][CH3:20])=[CH:8]1

参加物

6

反応物 4

HCID 962WaterHCID 73632-FuranmethanethiolHCID 100122493-Bromo-2-pentanoneHCID 23665647Potassium tert-butoxide

生成物 1

HCID 221236413-Furylthio-pentan-2-one収率 103.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

11.2 g of potassium tert-butylate, dissolved in 100 ml of dry tetrahydrofuran, are initially introduced into the reaction vessel at room temperature. 11.4 g of furfurylmercaptan are added dropwise at 20° C. When the addition is complete, the mixture is subsequently stirred for a further 30 minutes. 16.5 g of 3-bromopentan-2-one are then added dropwise in the course of 30 minutes and the mixture is subsequently stirred for one hour. For working up, the mixture is poured onto 100 ml of water and extracted twice with diethyl ether, and the combined organic phases are washed with water, dried over sodium sulphate and concentrated. 19 g of crude product (purity 84.1%) are obtained. For further purification, the product is subjected to bulb tube distillation. 10 g of 3-furfurylthio-pentan-2-one, which has a purity of 97.5%, are obtained. The IR, NMR and mass spectra of the compound agree with the structure described for it.

後処理

  1. additionare initially introduced into the reaction vessel at room temperature
  2. additionWhen the addition
  3. stirringthe mixture is subsequently stirred for one hour
  4. extractionextracted twice with diethyl ether
  5. washthe combined organic phases are washed with water
  6. dry with materialdried over sodium sulphate
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-041a525c974341a7932ebfaaa1bdf176
出典データセット
uspto-grants-2000_11
特許番号
US06153770

関連ノート

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