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Allyl bromide → 1-Allyl-3-benzyloxy-5-(4-fluoro-benzylcarbamoyl)-4-oxo-1,4-dihydro-pyridine-2-carboxylic acid methyl ester

HRID 1931216
ノート
印刷プレビュー

反応式

HRID 1931216 の反応式
Br[CH2:2][CH:3]=[CH2:4].[CH3:5][O:6][C:7]([C:9]1[C:14]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:13]([OH:23])[C:12]([C:24](=[O:34])[NH:25][CH2:26][C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=2)=[CH:11][N:10]=1)=[O:8].C(=O)([O-])[O-].[Cs+].[Cs+].[Cl-].[NH4+]>CN(C)C=O>[CH3:5][O:6][C:7]([C:9]1[N:10]([CH2:4][CH:3]=[CH2:2])[CH:11]=[C:12]([C:24](=[O:34])[NH:25][CH2:26][C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=2)[C:13](=[O:23])[C:14]=1[O:15][CH2:16][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)=[O:8]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 7841Allyl bromideHCID 10796Cesium carbonateHCID 25517Ammonium ChlorideHCID 178499094HCID 178499094、化合物

生成物 1

HCID 596005921-Allyl-3-benzyloxy-5-(4-fluoro-benzylcarbamoyl)-4-oxo-1,4-dihydro-pyridine-2-carboxylic acid methyl ester収率 83%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

After 3-bromopropene (2.15 ml, 24.8 mmol) was added to a solution of the compound 14 (6.79 g, 16.5 mmol), and cesium carbonate (8.09 g, 24.8 mmol) in dimethylformamide (54 ml), the mixture was stirred at room temperature for 4.5 hours. To the reaction solution was added an aqueous ammonium chloride solution, and this was extracted with ethyl acetate, washed with water and an aqueous saturated sodium chloride solution, and dried with anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was washed with diethyl ether to obtain 1-allyl-3-benzyloxy-5-(4-fluoro-benzylcarbamoyl)-4-oxo-1,4-dihydro-pyridine-2-carboxylic acid methyl ester 15 (6.15 g, 83%) as a colorless crystal.

後処理

  1. extractionthis was extracted with ethyl acetate
  2. washwashed with water
  3. dry with materialan aqueous saturated sodium chloride solution, and dried with anhydrous sodium sulfate
  4. distillationThe solvent was distilled off under reduced pressure
  5. washthe residue was washed with diethyl ether

出典と根拠

ORDレコード
ord-d8666e535fe14cc99f21090473d0ce17
出典データセット
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08188271B2

反応ノート

読み込み中…

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