Acetone → 3-bromoquinoline 1-oxide

HRID 1492110ノート

反応式

HRID 1492110 の反応式
[Br:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.CC(OO)=[O:14].CC(C)=O.C([O-])(O)=O.[Na+]>C(Cl)(Cl)Cl>[Br:1][C:2]1[CH:3]=[N+:4]([O-:14])[C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2

参加物

6

反応物 4

HCID 180AcetoneHCID 6585Peracetic AcidHCID 214133-BromoquinolineHCID 516892Sodium Bicarbonate

生成物 1

HCID 8180763-bromoquinoline 1-oxide収率 100.9%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

To a solution of 3-Bromoquinoline 5 (2.08 g, 10 mmol) in CHCl3 (5 ml) was added CH3CO2OH (5 ml, 32% solution in dilute HOAc, 20 mmol) and the mixture was stirred overnight. Acetone (3 ml) was added and the mixture was stirred an additional 15 min then poured into saturated NaHCO3 (aq) and extracted with CH2Cl2. The combined extracts were dried (K2CO3) and concentrated to yield pure 6 (2.26 g, 100%) as a tan solid. 1H NMR d (d=delta) (ppm): 7.7 dd (CH atom), 7.8 m (2 CH atom), 7.9 s (CH atom), 8.6 s (CH atom), 8.7 d (CH atom).

後処理

  1. stirringthe mixture was stirred an additional 15 min
  2. extractionextracted with CH2Cl2
  3. dry with materialThe combined extracts were dried (K2CO3)
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-d050b458a34e451b9cf159387ad35a4e
出典データセット
uspto-grants-1994_12
特許番号
US05372813

反応ノート

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