Pyridine → 2-(Phenyldiazenyl)succinonitrile

HRID 522154ノート

反応式

HRID 522154 の反応式
[C:1]([CH:3]([CH2:9][C:10]#[N:11])C(OCC)=O)#[N:2].N1C=CC=CC=1.F[B-](F)(F)F.[C:23]1([N+:29]#[N:30])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>CO>[C:23]1([N:29]=[N:30][CH:3]([CH2:9][C:10]#[N:11])[C:1]#[N:2])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

参加物

5

反応物 3

HCID 1049PyridineHCID 5284485Benzenediazonium tetrafluoroborateHCID 10725530Ethyl 2,3-Dicyanopropionate

生成物 1

HCID 1184560602-(Phenyldiazenyl)succinonitrile収率 28%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of ethyl 2,3-dicyanopropanoate (1.58 g, 10.38 mmol) in methanol (52 mL) and pyridine (2.52 mL, 31.14 mmol) was cooled to 10° C. in an ice bath. Benzenediazonium tetrafluoroborate was added portion-wise over 20 minutes at 10° C. and the reaction stirred at room temperature for 18 hours. The reaction was concentrated in vacuo and partitioned between DCM and water. The organic layer was dried over magnesium sulphate and concentrated in vacuo to afford the title compound (2.8 g, 28%). The crude product was taken on directly to the next step.

後処理

  1. concentrationThe reaction was concentrated in vacuo
  2. custompartitioned between DCM and water
  3. dry with materialThe organic layer was dried over magnesium sulphate
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-e04577d859ea4acab1e0bbddfd132a30
出典データセット
uspto-grants-2016_05
特許番号
US09328096B2

反応ノート

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