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Sodium Carbonate → Methyl-2-(3-fluoro-2-methyl-benzyl)-1-phenyl-indolizine-7-carboxylate

HRID 1963053
ノート
印刷プレビュー

反応式

HRID 1963053 の反応式
[CH2:1]([C:8]1[CH:13]=[C:12]([C:14]([O:16][CH3:17])=[O:15])[CH:11]=[CH:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:19][C:20](=O)[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[C:23]=1[CH3:29].C(=O)([O-])[O-].[Na+].[Na+]>CC(C)=O>[CH3:17][O:16][C:14]([C:12]1[CH:11]=[CH:10][N:9]2[C:8]([CH:13]=1)=[C:1]([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[C:20]([CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[C:23]=1[CH3:29])=[CH:19]2)=[O:15]
参加物反応条件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 10340Sodium CarbonateHCID 66731507Methyl 2-benzylisonicotinateHCID 866706671-Bromo-3-(3-fluoro-2-methyl-phenyl)-propan-2-one

生成物 1

HCID 67771873Methyl-2-(3-fluoro-2-methyl-benzyl)-1-phenyl-indolizine-7-carboxylate収率 19.5%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
105 °C

実験手順

The compound of step 1 (1.555 g, 6.84 mmol) and the compound of example 1, step 2 (1.677 g, 6.84 mmol) were dissolved in 28.5 ml of acetone and the solution was heated to reflux overnight. The mixture was then evaporated to dryness under reduced pressure and the residue dissolved in 28.5 ml of isopropanol. Sodium carbonate (2.176 g, 20.53 mmol) was added and the mixture was heated at 105° C. with stirring for 2 h. The solids were filtered off and the filtrate was evaporated to dryness under reduced pressure. The residue was purified by chromatography on silica gel (cyclohexane/EA, 100:0, then 95:5) to give 0.497 g of the title compound as a yellow solid melting at 55° C.

後処理

  1. temperaturethe solution was heated
  2. temperatureto reflux overnight
  3. customThe mixture was then evaporated to dryness under reduced pressure
  4. dissolutionthe residue dissolved in 28.5 ml of isopropanol
  5. filtrationThe solids were filtered off
  6. customthe filtrate was evaporated to dryness under reduced pressure
  7. customThe residue was purified by chromatography on silica gel (cyclohexane/EA, 100:0

出典と根拠

ORDレコード
ord-964de9137b6c4c20a8b2cc2ba2995a41
出典データセット
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08415336B2

反応ノート

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