Potassium Carbonate → HCID 82810771、化合物

HRID 404216ノート

反応式

HRID 404216 の反応式
[C:1](=O)([O-])[O-].[K+].[K+].CC(C)C(=O)C(P(=O)([O-])[O-])=[N+]=[N-].[F:19][C:20]1[C:27]([O:28][CH3:29])=[CH:26][CH:25]=[CH:24][C:21]=1[CH:22]=O>CO>[C:22]([C:21]1[CH:24]=[CH:25][CH:26]=[C:27]([O:28][CH3:29])[C:20]=1[F:19])#[CH:1]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 37744632-Fluoro-3-methoxybenzaldehydeHCID 86586111Dimethyl-1-diazo-2-oxopropylphosphonate

生成物 1

HCID 82810771HCID 82810771、化合物収率 92.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Potassium carbonate (3.6 g, 26.0 mmol) and dimethyl-1-diazo-2-oxopropylphosphonate (2.4 mL, 15.6 mmol) were added sequentially to a solution of 2-fluoro-3-methoxybenzaldehyde (2.0 g, 13.0 mmol) in methanol (100 mL), and the reaction was allowed to stir at room temperature for 16 h. After concentrating the reaction mixture under reduced pressure, the crude material was purified by flash chromatography (40 g silica gel column, 0-40% gradient ethyl acetate in hexanes) to provide a clear colorless oil (1.8 g, 92%). MS (GCMS) m/z 150. 1H NMR (400 MHz, CHLOROFORM-d) δ3.31 (d, J=0.78 Hz, 1H) 3.90 (s, 3H) 6.93-7.11 (m, 3H).

後処理

  1. concentrationAfter concentrating the reaction mixture under reduced pressure
  2. customthe crude material was purified by flash chromatography (40 g silica gel column, 0-40% gradient ethyl acetate in hexanes)

出典と根拠

ORDレコード
ord-0ee9c85b54f14a6d9bf2444ee02b6e73
出典データセット
uspto-grants-2014_06
特許番号
US08748466B2

反応ノート

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