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Lithium borohydride → 2,3-Dihydro-1-[(4-methoxy-2,6-dimethylphenyl)sulfonyl]-1H-indole-6-methanol

HRID 1808373
ノート
印刷プレビュー

反応式

HRID 1808373 の反応式
[BH4-].[Li+].[CH3:3][O:4][C:5]1[CH:10]=[C:9]([CH3:11])[C:8]([S:12]([N:15]2[C:23]3[C:18](=[CH:19][CH:20]=[C:21]([C:24](OC)=[O:25])[CH:22]=3)[CH2:17][CH2:16]2)(=[O:14])=[O:13])=[C:7]([CH3:28])[CH:6]=1>C1COCC1>[CH3:3][O:4][C:5]1[CH:6]=[C:7]([CH3:28])[C:8]([S:12]([N:15]2[C:23]3[C:18](=[CH:19][CH:20]=[C:21]([CH2:24][OH:25])[CH:22]=3)[CH2:17][CH2:16]2)(=[O:13])=[O:14])=[C:9]([CH3:11])[CH:10]=1
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 4148881Lithium borohydrideHCID 59483781HCID 59483781、化合物

生成物 1

HCID 594838092,3-Dihydro-1-[(4-methoxy-2,6-dimethylphenyl)sulfonyl]-1H-indole-6-methanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Lithium borohydride (0.232 g, 0.0107 mol) was added at 0° C., under argon, to a solution of methyl 1-(4-methoxy-2,6-dimethylphenylsulfonyl)indoline-6-carboxylate (1 g, 0.0027 mol) in dry THF (30 ml), and the resulting reaction mixture was refluxed for 2 h. The solvent was removed in vacuo, water was added to the residue, and extraction with ethyl acetate was carried out. The organic phase was washed with water and saturated sodium chloride solution, then dried (Na2SO4) and concentrated in vacuo. The resulting crude product was used in the next stage without further purification. Yield: 0.9 g (97%).

後処理

  1. customthe resulting reaction mixture
  2. temperaturewas refluxed for 2 h
  3. customThe solvent was removed in vacuo, water
  4. additionwas added to the residue, and extraction with ethyl acetate
  5. washThe organic phase was washed with water and saturated sodium chloride solution
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated in vacuo
  8. customThe resulting crude product was used in the next stage without further purification

出典と根拠

ORDレコード
ord-c88331edf60d433f910adda3a733198c
出典データセット
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08357717B2

反応ノート

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