4-(2,3-epoxypropoxy)-N-methylbenzamide → 1-[N-[2-(2,3-dihydro-2,2-dimethyl-4-oxo-4H-1,3-benzoxazin-6-yloxy)-1-methylethyl]benzylamino]-3-(4-methylcarbamoylphenoxy)propan-2-ol

HRID 980261ノート

反応式

HRID 980261 の反応式
[CH2:1]([NH:8][CH:9]([CH3:25])[CH2:10][O:11][C:12]1[CH:13]=[CH:14][C:15]2[O:20][C:19]([CH3:22])([CH3:21])[NH:18][C:17](=[O:23])[C:16]=2[CH:24]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O:26]1[CH2:40][CH:27]1[CH2:28][O:29][C:30]1[CH:39]=[CH:38][C:33]([C:34]([NH:36][CH3:37])=[O:35])=[CH:32][CH:31]=1>C(O)(C)C>[CH3:21][C:19]1([CH3:22])[NH:18][C:17](=[O:23])[C:16]2[CH:24]=[C:12]([O:11][CH2:10][CH:9]([N:8]([CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH2:40][CH:27]([OH:26])[CH2:28][O:29][C:30]3[CH:39]=[CH:38][C:33]([C:34](=[O:35])[NH:36][CH3:37])=[CH:32][CH:31]=3)[CH3:25])[CH:13]=[CH:14][C:15]=2[O:20]1

参加物

4

反応物 2

HCID 122382484-(2,3-epoxypropoxy)-N-methylbenzamideHCID 137544146-(2-benzylaminopropoxy)-2,3-dihydro-2,2-dimethyl-4H-1,3-benzoxazin-4-one

生成物 1

HCID 543947081-[N-[2-(2,3-dihydro-2,2-dimethyl-4-oxo-4H-1,3-benzoxazin-6-yloxy)-1-methylethyl]benzylamino]-3-(4-methylcarbamoylphenoxy)propan-2-ol

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

A solution of 13.6 g of 6-(2-benzylaminopropoxy)-2,3-dihydro-2,2-dimethyl-4H-1,3-benzoxazin-4-one and 10.4 g of 4-(2,3-epoxypropoxy)-N-methylbenzamide in 80 ml of isopropanol is refluxed for 30 hours. The residue remaining after the solvent has been evaporated off is divided between ether and 2N hydrochloric acid. The acidic, aqueous phase is separated off, and, whilst cooling with ice, rendered alkaline with approximately 10% aqueous ammonia solution and extracted with ethyl acetate. By separating off, drying (MgSO4) and concentrating the ethyl acetate extract by evaporation, the crude 1-[N-[2-(2,3-dihydro-2,2-dimethyl-4-oxo-4H-1,3-benzoxazin-6-yloxy)-1-methylethyl]benzylamino]-3-(4-methylcarbamoylphenoxy)propan-2-ol is obtained as an oil which may be used without further purification for catalytic debenzylation.

後処理

  1. customhas been evaporated off
  2. customThe acidic, aqueous phase is separated off
  3. temperaturewhilst cooling with ice
  4. extractionextracted with ethyl acetate
  5. customBy separating off
  6. dry with materialdrying (MgSO4)
  7. concentrationconcentrating the ethyl acetate
  8. extractionextract by evaporation

出典と根拠

ORDレコード
ord-165e9dc4c5f947fc91451d3331cf3cfe
出典データセット
uspto-grants-1987_01
特許番号
US04636511

反応ノート

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