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

HRID 589337ノート

反応式

HRID 589337 の反応式
[CH3:1][C:2]1[NH:3][C:4]2[C:9]([C:10]=1[CH2:11][C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2.C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:28][C:29]([O:31][CH2:32][CH3:33])=[O:30]>CN(C=O)C>[CH3:1][C:2]1[N:3]([CH2:28][C:29]([O:31][CH2:32][CH3:33])=[O:30])[C:4]2[C:9]([C:10]=1[CH2:11][C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2

参加物

5

反応物 3

HCID 7748Ethyl bromoacetateHCID 10796Cesium carbonateHCID 861743212-Methyl-3-(4-nitrobenzyl)-1H-indole

生成物 1

HCID 89590291ethyl 2-[2-methyl-3-(4-nitrobenzyl)-1H-indol-1-yl]acetate収率 51.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

2-Methyl-3-(4-nitrobenzyl)-1H-indole (4.0 g, 15 mmol) was weighed, and dissolved in 30 mL DMF. Cesium carbonate (9.77 g, 30 mmol) was added, and stirred at room temperature for 15 min. Ethyl bromoacetate (2.755 g, 16.5 mmol) was added, and reacted at room temperature for 3 h. Upon completion of the reaction, it was 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, chromatographed on a silica gel column (petroleum ether) to obtain a yellow solid 2.7 g, at a yield of 51.1%.

後処理

  1. customreacted at room temperature for 3 h
  2. customUpon completion of the reaction, it
  3. filtrationwas filtered
  4. additionThe filtrate was added into water
  5. extractionextracted with ethyl acetate
  6. washThe extract was washed with water
  7. customa saturated solution of sodium chloride, rotate evaporated to dryness
  8. customchromatographed on a silica gel column (petroleum ether)

出典と根拠

ORDレコード
ord-c1dc816cd50849cb856c80d5e35c4f0e
出典データセット
uspto-grants-2016_01
特許番号
US09233098B2

反応ノート

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