Diethylene Glycol → 2-Dodecylthiophene

HRID 892385

反応式

HRID 892385 の反応式
[C:1]([C:14]1[S:15][CH:16]=[CH:17][CH:18]=1)(=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].O.NN.C(O)COCCO.[OH-].[K+]>O>[CH2:1]([C:14]1[S:15][CH:16]=[CH:17][CH:18]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

参加物

6

反応物 4

HCID 8117Diethylene GlycolHCID 14797Potassium HydroxideHCID 24654Hydrazine hydrate (1:1)2 回HCID 35880811-Thiophen-2-yldodecan-1-one

生成物 1

HCID 5663472-Dodecylthiophene収率 66.7%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
50 °C

実験手順

In a 5 liter-five-necked flask, 266 g (1.0 mol) of 2-dodecanoylthiophene, 392.4 ml of 60% hydrazine hydrate and 3 liter of diethyleneglycol were placed and reacted for 6 hours at 195° C. with distilling-off of excessive water and hydrazine hydrate. The mixture was cooled to 50° C. and 210.6 g of KOH was added thereto, followed by heating again to react for 2.5 hours at 155° C. After the reaction, the reaction mixture was poured into 10 liter of water, extracted two times with 2 liter of isopropyl ether, followed by drying with CaCl2 and distilling-off of the solvent to obtain 229 g of a crude product. The crude product was subjected to reduced-pressure distillation in an atmosphere of nitrogen to obtain 168 g of a pure product (yield: 66.7%). b.p.: 121.5° C./0.7 mmHg

後処理

  1. temperatureby heating again
  2. customto react for 2.5 hours at 155° C
  3. customAfter the reaction
  4. extractionextracted two times with 2 liter of isopropyl ether
  5. dry with materialby drying with CaCl2 and distilling-off of the solvent
  6. customto obtain 229 g of a crude product
  7. distillationThe crude product was subjected to reduced-pressure distillation in an atmosphere of nitrogen

出典と根拠

ORDレコード
ord-e5b5d847ffcb435aa4c119a5c965215d
出典データセット
uspto-grants-1992_06
特許番号
US05118441

関連ノート

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