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

HRID 259623
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HRID 259623 반응식
[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]
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참가 물질

4

반응물 2

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

생성물 1

HCID 54161676p-(2-Methoxycarbonylaminovinyl)-phenol

시약·촉매·용매 1

HCID 887Methanol용매2회

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온도
50 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-945bcdb53b1744c18763ccc04820ddee
출처 데이터셋
uspto-grants-1977_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04038414

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