Diethylene Glycol → 2-(2,2-Dimethylpropyl)thiophene

HRID 235086ノート

反応式

HRID 235086 の反応式
C(O)COCCO.[OH-].[K+].[CH3:10][C:11]([CH3:20])([CH3:19])[C:12]([C:14]1[S:15][CH:16]=[CH:17][CH:18]=1)=O.O.NN>Cl.O>[CH3:10][C:11]([CH3:20])([CH3:19])[CH2:12][C:14]1[S:15][CH:16]=[CH:17][CH:18]=1

参加物

7

反応物 4

HCID 8117Diethylene GlycolHCID 14797Potassium HydroxideHCID 24654Hydrazine hydrate (1:1)HCID 27769762,2-Dimethyl-1-(thiophen-2-yl)propan-1-one

生成物 1

HCID 5461892-(2,2-Dimethylpropyl)thiophene収率 93.1%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 962Water溶媒

実験手順

To 45 mL of diethylene glycol was added 5.04 g (90 mmol) of KOH, and the mixture was stirred until solution was complete. To this was added 5.05 g (30 mmol) of 2.2-dimethyl-1-thiophenyl-1-propanone (Lancaster Chemical Co.), and 3.75 g of hydrazine monohydrate, and the reaction was stirred at reflux for 48 hours. The solution was cooled, diluted with 100 mL of 1N HCl and 100 mL of water, and extracted with pentane. The extract was dried over MgSO4, filtered and concentrated to give 4.31 g of the title product. NMR (CDCl3) δ:0.95 (s, 9H), 2.70 (s, 2H), 6.75 (dd, 1H, J=1, J=4 Hz), 6.98 (dd, 1H, J=4, J=6 Hz), 7.12 (dd, 1H, J=1, J=6 Hz).

後処理

  1. stirringthe reaction was stirred
  2. temperatureat reflux for 48 hours
  3. temperatureThe solution was cooled
  4. extractionextracted with pentane
  5. dry with materialThe extract was dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-bc20b6fa24a746c9ab7de8f7f4e5cc87
出典データセット
uspto-grants-1997_01
特許番号
US05597832

反応ノート

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