Methyl iodide → 3-(2-Bromoethyl)-6-methoxy-1-methyl-1H-indole

HRID 624053ノート

反応式

HRID 624053 の反応式
[H-].[Na+].[CH3:3]I.[Br:5][CH2:6][CH2:7][C:8]1[C:16]2[C:11](=[CH:12][C:13]([O:17][CH3:18])=[CH:14][CH:15]=2)[NH:10][CH:9]=1>C1COCC1>[Br:5][CH2:6][CH2:7][C:8]1[C:16]2[C:11](=[CH:12][C:13]([O:17][CH3:18])=[CH:14][CH:15]=2)[N:10]([CH3:3])[CH:9]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 117368993-(2-bromoethyl)-6-methoxy-1H-indole

生成物 1

HCID 867042163-(2-Bromoethyl)-6-methoxy-1-methyl-1H-indole

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A flask was charged with NaH (110 mg, 4.60 mmol), MeI (0.39 mL, 6.13 mmol) and THF (1.5 mL). The resulting grey suspension was stirred at rt for 5 min, then a solution of 3-(2-Bromo-ethyl)-6-methoxy-1H-indole (156 mg, 0.61 mmol) in THF (2.5 mL) was added dropwise. After stirring for 18 h at rt, the reaction mixture was concentrated, redissolved in DCM and washed with H2O (3×). The org. layer was dried (MgSO4), filtered and the solvent was removed under reduced pressure to yield the title compound as an yellow oil which was used as such in the next step. LC-MS conditions B: tR=0.94 min, [M+H]+=no ionization.

後処理

  1. stirringAfter stirring for 18 h at rt
  2. concentrationthe reaction mixture was concentrated
  3. dissolutionredissolved in DCM
  4. washwashed with H2O (3×)
  5. dry with materiallayer was dried (MgSO4)
  6. filtrationfiltered
  7. customthe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-258314b0a4df45cf9def54f8ae41cafa
出典データセット
uspto-grants-2016_04
特許番号
US09303023B2

反応ノート

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