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Acetic Anhydride → 3,4,5-Tribromopyrazole-1-ethanol acetate

HRID 2083507
ノート
印刷プレビュー

反応式

HRID 2083507 の反応式
[Br:1][C:2]1[C:6]([Br:7])=[C:5]([Br:8])[NH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].[C:15]([O:18][CH2:19][CH2:20]Br)(=[O:17])[CH3:16].C(OC(=O)C)(=O)C>CC(C)=O>[C:15]([O:18][CH2:19][CH2:20][N:3]1[C:2]([Br:1])=[C:6]([Br:7])[C:5]([Br:8])=[N:4]1)(=[O:17])[CH3:16]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 7918Acetic AnhydrideHCID 11430Potassium CarbonateHCID 135641-Acetoxy-2-bromoethaneHCID 6276743,4,5-tribromo-1H-pyrazole

生成物 1

HCID 537332873,4,5-Tribromopyrazole-1-ethanol acetate

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A quantity (3.04 g., 0.01 mole) of 3,4,5-tribromopyrazole was dissolved in 70 ml. acetone and 2.76 g. (0.02 mole) solid anhydrous potassium carbonate was added. The mixture was heated at the reflux temperature with stirring for 10 minutes and after cooling, 1.85 g. (0.011 mole) of 2-bromoethyl acetate was added. This reaction mixture was heated at the reflux temperature for 12 hrs. cooled, filtered, and the acetone removed under reduced pressure. The resultant oil consisted of a mixture of the desired acetate and the corresponding alcohol. The mixture was dissolved in pyridine (15 ml.) and treated with acetic anhydride (3.06 g., 0.03 mole) at 0° C. This reaction mixture was kept at about 25° C. overnight, and then poured into 200 ml. of ice water. The precipitate that formed was collected on a filter, and washed with water. After drying and recrystallizing from hexane there was obtained 3,4,5-tribromopyrazole-1-ethanol acetate (ester) having a melting point at 64° to 67° C.

後処理

  1. temperatureThe mixture was heated at the reflux temperature
  2. temperatureafter cooling
  3. temperatureThis reaction mixture was heated at the reflux temperature for 12 hrs
  4. temperaturecooled
  5. filtrationfiltered
  6. customthe acetone removed under reduced pressure
  7. additionThe resultant oil consisted of a mixture of the desired acetate
  8. dissolutionThe mixture was dissolved in pyridine (15 ml.)
  9. waitThis reaction mixture was kept at about 25° C. overnight
  10. additionpoured into 200 ml
  11. customThe precipitate that formed
  12. customwas collected on a filter
  13. washwashed with water
  14. customAfter drying
  15. customrecrystallizing from hexane

出典と根拠

ORDレコード
ord-4a557291ed84477cb01a5aa74d904fdd
出典データセット
uspto-grants-1978_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04084955

反応ノート

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