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Sodium Methoxide → p-(2-Methoxycarbonylaminovinyl)-phenol

HRID 259623
ノート
印刷プレビュー

反応式

HRID 259623 の反応式
[CH3:1][O:2][C:3]([NH:5][CH:6]=[CH:7][C:8]1[CH:13]=[CH:12][C:11]([O:14]C(=O)C)=[CH:10][CH:9]=1)=[O:4].C[O-].[Na+]>CO>[CH3:1][O:2][C:3]([NH:5][CH:6]=[CH:7][C:8]1[CH:9]=[CH:10][C:11]([OH:14])=[CH:12][CH:13]=1)=[O:4]
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

4

反応物 2

HCID 10942334Sodium MethoxideHCID 54318859p-(2-Methoxycarbonylaminovinyl)-acetoxybenzene

生成物 1

HCID 54161676p-(2-Methoxycarbonylaminovinyl)-phenol

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

反応条件

温度
50 °C

実験手順

A suspension of 23.5 g (0.1 mol) of p-(2-methoxycarbonylaminovinyl)-acetoxybenzene in 300 ml of absolute methanol, which is mixed with a solution of 5.4 g of sodium methoxide in 30 ml of methanol, is warmed to 50° C. for 15 minutes. Thereafter the mixture is evaporated to dryness under reduced pressure. The resulting crude sodium salt of [2-methoxy-carbonylaminovinyl]-phenol is dissolved in 100 ml of water, 50 ml of 2 N hydrochloric acid are added to the solution and the phenol which has separated out is extracted with ethyl acetate. The organic phase is washed with water, dried over sodium sulphate and evaporated in vacuo. Crude p-(2-methoxycarbonylaminovinyl)-phenol is obtained as an oil. This can be used, as shown below, without further purification. A sample crystallised from ether showed a melting point of 169°-170° C.

後処理

  1. customThereafter the mixture is evaporated to dryness under reduced pressure
  2. dissolutionThe resulting crude sodium salt of [2-methoxy-carbonylaminovinyl]-phenol is dissolved in 100 ml of water
  3. addition50 ml of 2 N hydrochloric acid are added to the solution
  4. customthe phenol which has separated out
  5. extractionis extracted with ethyl acetate
  6. washThe organic phase is washed with water
  7. dry with materialdried over sodium sulphate
  8. customevaporated in vacuo

出典と根拠

ORDレコード
ord-945bcdb53b1744c18763ccc04820ddee
出典データセット
uspto-grants-1977_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04038414

反応ノート

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