5-Methoxyindole → 5-methoxy-2,3-dihydro-1H-indole

HRID 624038

反応式

HRID 624038 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[CH:6]2.C([BH3-])#N.[Na+]>C(O)(=O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH2:7][CH2:6]2

参加物

4

反応物 2

HCID 138725-MethoxyindoleHCID 5003444Sodium cyanoborohydride

生成物 1

HCID 107019745-methoxy-2,3-dihydro-1H-indole

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

To a solution of 5-methoxyindole (500 mg, 3.39 mmol) in acetic acid (34 mL), sodium cyanoborohydride (641 mg, 10.20 mmol) was added in portions. After stirring for 30 min at rt, the mixture was quenched with water (2.0 mL) and concentrated. The yellow residue was dissolved in DCM, washed with aq. sat. NaHCO3-solution and brine. The org. layers was dried (MgSO4), filtered and the solvent removed under reduced pressure to yield 5-methoxyindoline which was stored in the freezer. LC-MS conditions B: tR=0.24 min, [M+H]+=150.09.

後処理

  1. customthe mixture was quenched with water (2.0 mL)
  2. concentrationconcentrated
  3. dissolutionThe yellow residue was dissolved in DCM
  4. washwashed with aq. sat. NaHCO3-solution and brine
  5. dry with materiallayers was dried (MgSO4)
  6. filtrationfiltered
  7. customthe solvent removed under reduced pressure

出典と根拠

ORDレコード
ord-79a21aeeab26494e803fecfef70fd1ca
出典データセット
uspto-grants-2016_04
特許番号
US09303023B2

関連ノート

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