Sodium Sulfite → 2-Hydroxymethyl-5-methyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-one

HRID 1900713

反応式

HRID 1900713 の反応式
[OH:1][C:2]1[C:11]([CH2:12][CH:13]=[CH2:14])=[CH:10][C:9]([CH3:15])=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6](=[O:16])[NH:7]2.ClC1C=CC=C(C(OO)=[O:25])C=1.S([O-])([O-])=O.[Na+].[Na+]>C(Cl)(Cl)Cl>[OH:25][CH2:14][CH:13]1[O:1][C:2]2=[C:3]3[C:8](=[C:9]([CH3:15])[CH:10]=[C:11]2[CH2:12]1)[NH:7][C:6](=[O:16])[CH:5]=[CH:4]3

参加物

5

反応物 3

HCID 24437Sodium SulfiteHCID 70297m-Chloroperbenzoic acidHCID 233695765-Hydroxy-6-allyl-8-methylcarbostyril

生成物 1

HCID 233696792-Hydroxymethyl-5-methyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-one収率 37.9%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

反応条件

温度
50 °C

実験手順

Chloroform (1.5 ml) was added to a mixture of 5-hydroxy-6-allyl-8-methylcarbostyril (50.6 mg) and m-chloroperbenzoic acid (61.5 mg). The obtained mixture was stirred at 50° C. for 17 hours. Excessive aqueous sodium sulfite solution was added thereto, and stirring was continued at room temperature for 30 minutes, followed by extracting with a solvent mixture of chloroform and methanol (4:1). The organic phase was dried over sodium sulfate, and condensed. The resultant residue was purified by thin layer chromatography (solvent=chloroform:methanol=10:1), obtaining 20.6 mg of 2-hydroxymethyl-5-methyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-one (37.9%).

後処理

  1. stirringstirring
  2. waitwas continued at room temperature for 30 minutes
  3. extractionby extracting with a solvent mixture of chloroform and methanol (4:1)
  4. dry with materialThe organic phase was dried over sodium sulfate, and condensed
  5. customThe resultant residue was purified by thin layer chromatography (solvent=chloroform:methanol=10:1)

出典と根拠

ORDレコード
ord-13a41e2f4f424074911ea3d0300e615e
出典データセット
uspto-grants-1996_11
特許番号
US05576324

関連ノート

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