Methanesulfonyl chloride → HCID 18979131、化合物

HRID 2393181ノート

反応式

HRID 2393181 の反応式
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]([O:20]COC)=[O:19].[S:24](Cl)([CH3:27])(=[O:26])=[O:25]>N1C=CC=CC=1.Cl>[S:24]([NH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]([OH:20])=[O:19])([CH3:27])(=[O:26])=[O:25]

参加物

5

反応物 2

HCID 31297Methanesulfonyl chlorideHCID 18979130HCID 18979130、化合物

生成物 1

HCID 18979131HCID 18979131、化合物収率 84.5%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 1049Pyridine溶媒

反応条件

温度
50 °C

実験手順

In pyridine (3 ml) was dissolved methoxymethyl 7-(1-amino-2-naphthyl)heptanoate (0.3 g) followed by addition of mesyl chloride (0.218 g), and the mixture was stirred at 50° C. for 2 hours. This reaction mixture was poured in 0.5N HCl and extracted with ethyl acetate. The organic layer was washed with water, dried, and concentrated to dryness. The residue was treated with 1N HCl (3 ml) and tetrahydrofuran (6 ml) at the reflux temperature for 1.5 hours and, after cooling, extracted with ethyl acetate. The organic layer was washed with water, dried, and concentrated to dryness, and the residue was recrystallized from hexane-diisopropyl ether to provide 7-(1-mesylamino-2-naphthyl)heptanoic acid (0.281 g).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. customdried
  4. concentrationconcentrated to dryness
  5. additionThe residue was treated with 1N HCl (3 ml) and tetrahydrofuran (6 ml) at the reflux temperature for 1.5 hours
  6. temperatureafter cooling
  7. extractionextracted with ethyl acetate
  8. washThe organic layer was washed with water
  9. customdried
  10. concentrationconcentrated to dryness
  11. customthe residue was recrystallized from hexane-diisopropyl ether

出典と根拠

ORDレコード
ord-f400a2d39b82438bad1c1cea4f6c967a
出典データセット
uspto-grants-1998_09
特許番号
US05804601

反応ノート

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