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Ethyl bromoacetate → ethyl 2-[2-ethyl-3-(4-nitrobenzyl)-1H-indol-1-yl]acetate

HRID 589355
ノート
印刷プレビュー

反応式

HRID 589355 の反応式
[CH2:1]([C:3]1[NH:4][C:5]2[C:10]([C:11]=1[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH3:2].C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:29][C:30]([O:32][CH2:33][CH3:34])=[O:31]>CN(C=O)C>[CH2:1]([C:3]1[N:4]([CH2:29][C:30]([O:32][CH2:33][CH3:34])=[O:31])[C:5]2[C:10]([C:11]=1[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 7748Ethyl bromoacetateHCID 10796Cesium carbonateHCID 895902792-ethyl-3-(4-nitrobenzyl)-1H-indole

生成物 1

HCID 89590281ethyl 2-[2-ethyl-3-(4-nitrobenzyl)-1H-indol-1-yl]acetate収率 8.97%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

2-Ethyl-3-(4-nitrobenzyl)-1H-indole (3.0 g, 10.7 mmol) was weighed, and dissolved in 30 mL DMF. Cesium carbonate (6.98 g, 21.4 mmol) was added, and stirred at room temperature for 15 min. Ethyl bromoacetate (1.97 g, 11.8 mmol) was added, reacted at room temperature for 10 h, and filtered. The filtrate was added into water, and extracted with ethyl acetate. The extract was washed with water and a saturated solution of sodium chloride, rotate evaporated to dryness, purified by preparative liquid phase to obtain a yellow solid 350 mg, at a yield of 8.97%.

後処理

  1. customreacted at room temperature for 10 h
  2. filtrationfiltered
  3. additionThe filtrate was added into water
  4. extractionextracted with ethyl acetate
  5. washThe extract was washed with water
  6. customa saturated solution of sodium chloride, rotate evaporated to dryness
  7. custompurified by preparative liquid phase

出典と根拠

ORDレコード
ord-6a9e45f9b2804bae81ef43897a4fa8dd
出典データセット
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09233098B2

反応ノート

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