Hydrochloric Acid → 7-acetyl-5H-[1]benzopyrano[2,3-b]pyridine

HRID 1579388ノート

反応式

HRID 1579388 の反応式
[C:1](Cl)(=[O:3])[CH3:2].[Cl-].[Al+3].[Cl-].[Cl-].[N:9]1[CH:14]=[CH:13][CH:12]=[C:11]2[CH2:15][C:16]3[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=3[O:18][C:10]=12.Cl>>[C:1]([C:21]1[CH:20]=[CH:19][C:17]2[O:18][C:10]3=[N:9][CH:14]=[CH:13][CH:12]=[C:11]3[CH2:15][C:16]=2[CH:22]=1)(=[O:3])[CH3:2]

参加物

5

反応物 4

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 122742075H-chromeno[2,3-b]pyridine

生成物 1

HCID 128837307-acetyl-5H-[1]benzopyrano[2,3-b]pyridine収率 75.2%

実験手順

30.5 g of acetyl chloride is placed in a four-necked flask fitted with a stirrer. A mixture of 49 g of crushed aluminum chloride and 20 g of crushed 5H-[1]benzopyrano[2,3-b]pyridine is added in small portions over a period of 30 minutes, keeping the temperature at 10°-20°C by cooling with ice water. After the addition the temperature is raised to 50°-60°C over 1 hour. Violent release of hydrogen chloride takes place. The contents gradually become viscous, and stirring becomes difficult. The contents are allowed to stand at 80°-85°C for 2 hours without stirring. The contents are broken to pieces and thrown into 1 liter of ice water. The crystalline precipitate is filtered off, washed with water, dried, and then recrystallized from ethyl acetate to give 18.5 g of 7-acetyl-5H-[1]benzopyrano[2,3-b]pyridine melting at 142°-144°C.

後処理

  1. customfitted with a stirrer
  2. additionis added in small portions over a period of 30 minutes
  3. customat 10°-20°C
  4. additionAfter the addition the temperature
  5. temperatureis raised to 50°-60°C over 1 hour
  6. stirringwithout stirring
  7. filtrationThe crystalline precipitate is filtered off
  8. washwashed with water
  9. customdried
  10. customrecrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-b028488ee8c04483be25fd0c4ecb0fb3
出典データセット
uspto-grants-1976_01
特許番号
US03931199

反応ノート

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