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Sodium borohydride → 1,4-Di-[(methanesulfonyl)oxy]-2-(hydroxymethyl)benzene

HRID 412163
ノート
印刷プレビュー

反応式

HRID 412163 の反応式
[CH3:1][S:2]([O:5][C:6]1[CH:13]=[CH:12][C:11]([O:14][S:15]([CH3:18])(=[O:17])=[O:16])=[CH:10][C:7]=1[CH:8]=[O:9])(=[O:4])=[O:3].[BH4-].[Na+]>C1COCC1.C(O)C>[CH3:1][S:2]([O:5][C:6]1[CH:13]=[CH:12][C:11]([O:14][S:15]([CH3:18])(=[O:17])=[O:16])=[CH:10][C:7]=1[CH2:8][OH:9])(=[O:3])=[O:4]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 185361862.5-Di-[(methanesulfonyl)oxy]benzaldehyde

生成物 1

HCID 185360451,4-Di-[(methanesulfonyl)oxy]-2-(hydroxymethyl)benzene

試薬・触媒・溶媒 1

HCID 21873804Tetrahydrofuran ethanol溶媒

実験手順

To a solution of the product from Step A (17.13 g, 58.2 mmol) in 150 mL of 2:1 THF/ethanol at 0° C. was added sodium borohydride (2.27 g, 60.0 mmol). After 30 minutes, the reaction was carefully quenched by the addition oc saturated NH4Cl solution, then partitioned between EtOAc and saturated NaHCO3 solution. The organic layer was washed with water and brine, dried (Na2SO4), filtered, and concentrated in vacuo. The product was isolated as a yellow oil which was used without further purification.

後処理

  1. customthe reaction was carefully quenched by the addition oc saturated NH4Cl solution
  2. custompartitioned between EtOAc and saturated NaHCO3 solution
  3. washThe organic layer was washed with water and brine
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe product was isolated as a yellow oil which
  8. customwas used without further purification

出典と根拠

ORDレコード
ord-af8b38658e2845c38b40455500b14b75
出典データセット
uspto-grants-2003_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06562823B1

反応ノート

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