Sodium hydride → 2-(Methylsulfonyl)-2,3-dihydropyrano[3,2-e]isoindol-1(7h)-one

HRID 1727404ノート

反応式

HRID 1727404 の反応式
[C:1]1(=[O:14])[C:9]2[C:8]3[CH:10]=[CH:11][CH2:12][O:13][C:7]=3[CH:6]=[CH:5][C:4]=2[CH2:3][NH:2]1.[H-].[Na+].[CH3:17][S:18](Cl)(=[O:20])=[O:19]>C1COCC1>[CH3:17][S:18]([N:2]1[C:1](=[O:14])[C:9]2[C:8]3[CH:10]=[CH:11][CH2:12][O:13][C:7]=3[CH:6]=[CH:5][C:4]=2[CH2:3]1)(=[O:20])=[O:19]

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 31297Methanesulfonyl chlorideHCID 575676832,3-dihydropyrano[3,2-e]isoindol-1(7H)-one

生成物 1

HCID 575676842-(Methylsulfonyl)-2,3-dihydropyrano[3,2-e]isoindol-1(7h)-one収率 69%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 2,3-dihydropyrano[3,2-e]isoindol-1(7H)-one (71) (500 mg, 2.67 mmol) in THF (35 ml) was added NaH (95%, 87 mg, 3.47 mmol) in portions. Resulting mixture was stirred for 40 min before adding MeSO2Cl by syringe. Stirring was continued for 1 hour. The solvent was removed in vacuo and the residue was portioned with CH2Cl2. The organic solution was washed with H2O, sat. NaCl and dried over Na2SO4. Concentration in vacuo gave the title compound (95) as a solid (490 mg, 69%). MS (ES) m/z 266.0.

後処理

  1. customResulting mixture
  2. stirringStirring
  3. waitwas continued for 1 hour
  4. customThe solvent was removed in vacuo
  5. washThe organic solution was washed with H2O, sat. NaCl
  6. dry with materialdried over Na2SO4
  7. concentrationConcentration in vacuo

出典と根拠

ORDレコード
ord-7748191cd1b54456aaab4873d3bfad8c
出典データセット
uspto-grants-2009_02
特許番号
US07495111B2

反応ノート

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