Hydrochloric Acid → 4-Hydroxy-3,3-dimethyl-1-butanesulfonamide

HRID 274287ノート

反応式

HRID 274287 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[NH2:7][S:8]([CH2:11][CH2:12][C:13]([CH3:20])([CH3:19])[C:14](OCC)=[O:15])(=[O:10])=[O:9].Cl>O1CCCC1>[OH:15][CH2:14][C:13]([CH3:20])([CH3:19])[CH2:12][CH2:11][S:8]([NH2:7])(=[O:9])=[O:10]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 10775463Ethyl 2,2-dimethyl-4-sulfamoylbutanoateHCID 21226445Aluminium lithium hydride2 回

生成物 1

HCID 107499174-Hydroxy-3,3-dimethyl-1-butanesulfonamide収率 77.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒3 回

実験手順

While a suspension of 0.35 g of lithium aluminum hydride in 30 ml of tetrahydrofuran was stirred with ice-cooling, a solution of 1.5 g of ethyl 4-aminosulfonyl-2,2-dimethylbutyrate in 8 ml of tetrahydrofuran was added dropwise. After completion of dropwise addition, the mixture was stirred at 0° C. for 30 minutes and, then, at room temperature for 30 minutes. To this reaction mixture was added aqueous tetrahydrofuran for decomposition of excess lithium aluminum hydride and the mixture was neutralized with 2N-hydrochloric acid and extracted with ethyl acetate. The extract was washed with water and dried (MgSO4) and the solvent was distilled off. The residue was subjected to silica gel column chromatography and elution was carried out with hexane-ethyl acetate (1:1) to provide 0.94 g of the title compound. m.p.: 75°-76° C.

後処理

  1. temperaturecooling
  2. additionAfter completion of dropwise addition
  3. stirringthe mixture was stirred at 0° C. for 30 minutes
  4. extractionextracted with ethyl acetate
  5. washThe extract was washed with water
  6. dry with materialdried (MgSO4)
  7. distillationthe solvent was distilled off
  8. washThe residue was subjected to silica gel column chromatography and elution

出典と根拠

ORDレコード
ord-cef947584fe1471b85f5dcdc74cab43f
出典データセット
uspto-grants-1995_02
特許番号
US05389633

反応ノート

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