Ethyl 3-(3-ethoxy-3-oxopropyl)-1H-indole-2-carboxylate → ethyl 3-(3-hydroxypropyl)-1H-indole-2-carboxylate

HRID 1013272ノート

反応式

HRID 1013272 の反応式
C([O:3][C:4](=O)[CH2:5][CH2:6][C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[NH:9][C:8]=1[C:16]([O:18][CH2:19][CH3:20])=[O:17])C.B.C1COCC1>C1COCC1>[OH:3][CH2:4][CH2:5][CH2:6][C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[NH:9][C:8]=1[C:16]([O:18][CH2:19][CH3:20])=[O:17]

参加物

4

反応物 2

HCID 612032Ethyl 3-(3-ethoxy-3-oxopropyl)-1H-indole-2-carboxylateHCID 2723981Borane;tetrahydrofuran

生成物 1

HCID 67316234ethyl 3-(3-hydroxypropyl)-1H-indole-2-carboxylate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a mixture of ethyl 3-(3-ethoxy-3-oxopropyl)-1H-indole-2-carboxylate (2.82 g) in THF (40 mL) was added IM borane-THF (40 mL). The mixture was stirred at room temperature for 16 hours, quenched with methanol (100 mL) and concentrated. The concentrate was purified by flash column chromatography on silica gel with 5-25% ethyl acetate/hexanes.

後処理

  1. customquenched with methanol (100 mL)
  2. concentrationconcentrated
  3. customThe concentrate was purified by flash column chromatography on silica gel with 5-25% ethyl acetate/hexanes

出典と根拠

ORDレコード
ord-10a0382ed8b54d5796c9f3d1eccf01e0
出典データセット
uspto-grants-2011_07
特許番号
US07981888B2

反応ノート

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