Sodium hydride → 1-(triisopropylsilyl)-1H-indol-6-ol

HRID 629580

反応式

HRID 629580 の反応式
C([O:8][C:9]1[CH:17]=[C:16]2[C:12]([CH:13]=[CH:14][NH:15]2)=[CH:11][CH:10]=1)C1C=CC=CC=1.[H-].[Na+].[CH:20]([Si:23](Cl)([CH:27]([CH3:29])[CH3:28])[CH:24]([CH3:26])[CH3:25])([CH3:22])[CH3:21]>O1CCCC1>[CH:20]([Si:23]([CH:27]([CH3:29])[CH3:28])([CH:24]([CH3:26])[CH3:25])[N:15]1[C:16]2[C:12](=[CH:11][CH:10]=[C:9]([OH:8])[CH:17]=2)[CH:13]=[CH:14]1)([CH3:22])[CH3:21]

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 139400Triisopropylsilyl chlorideHCID 2608046-(benzyloxy)-1H-indole

生成物 1

HCID 672263311-(triisopropylsilyl)-1H-indol-6-ol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

6-Benzyloxy-indole (1.0 g) was treated with NaH (135 mg) and triisopropylsilyl chloride (1.0 g) in tetrahydrofuran for 1 hour, purified by flash chromatography (98/2 ethyl acetate/hexanes), then debenzylated in ethanol (35 mL) using Pearlman's catalyst (0.19 g) and a hydrogen balloon.

後処理

  1. custompurified by flash chromatography (98/2 ethyl acetate/hexanes)

出典と根拠

ORDレコード
ord-95d907415c2d43e3abd6c743d302a437
出典データセット
uspto-grants-2016_04
特許番号
US09315488B2

関連ノート

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