Potassium Hydroxide → 2-Benzyl-4-bromo-5-hydroxy-2h-pyridazin-3-one

HRID 612400ノート

反応式

HRID 612400 の反応式
[CH2:1]([N:8]1[C:13](=[O:14])[C:12]([Br:15])=[C:11](Br)[CH:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-:17].[K+]>CN(P(N(C)C)(N(C)C)=O)C>[CH2:1]([N:8]1[C:13](=[O:14])[C:12]([Br:15])=[C:11]([OH:17])[CH:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 14797Potassium HydroxideHCID 99026992-benzyl-4,5-dibromopyridazin-3(2H)-one

生成物 1

HCID 546811742-Benzyl-4-bromo-5-hydroxy-2h-pyridazin-3-one収率 40%

試薬・触媒・溶媒 1

HCID 12679Hexamethylphosphoramide溶媒

実験手順

The residue from step 1 was dissolved in HMPA (50 mL) and 8N KOH (65 mL) was added. The mixture was warmed to 120°-125° C. and stirred vigourously for 16 h. The mixture was cooled to r.t., the aqueous layer was separated, diluted with H2O (500 mL) and acidified to pH 6 with 6N HCl under vigourous stirring. After cooling in an ice bath, the solid was collected and air dried. It was dissolved in warm IN NaOH and washed once with ETOAc. The aqueous layer was acidified to pH 6 with 6N HCl and cooled again in an ice bath. The solid was filtered and air dried to yield the title compound (4.4 g, 40 %).

後処理

  1. temperatureThe mixture was warmed to 120°-125° C.
  2. customthe aqueous layer was separated
  3. additiondiluted with H2O (500 mL)
  4. temperatureAfter cooling in an ice bath
  5. customthe solid was collected
  6. customair dried
  7. dissolutionIt was dissolved
  8. temperaturein warm IN NaOH
  9. washwashed once with ETOAc
  10. temperaturecooled again in an ice bath
  11. filtrationThe solid was filtered
  12. customair dried

出典と根拠

ORDレコード
ord-4dce9ca10250406ca8bff3b197657da8
出典データセット
uspto-grants-1999_12
特許番号
US06004960

反応ノート

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