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

HRID 624038

반응식

HRID 624038 반응식
[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

참가 물질

4

반응물 2

HCID 138725-MethoxyindoleHCID 5003444Sodium cyanoborohydride

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-79a21aeeab26494e803fecfef70fd1ca
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09303023B2

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