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 615219ノート

反応式

HRID 615219 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-3f60ceb6a00a458a859a5d314196c66b
出典データセット
uspto-grants-1985_02
特許番号
US04497813

反応ノート

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