Ethyl Acetate → 4-(4-Biphenylylmethoxy)phenyl-N-[2-(N,N-dimethylamino)ethyl]acetamide

HRID 1356461ノート

反応式

HRID 1356461 の反応式
[C:1]1([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:6]=[CH:5][C:4]([CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][C:16](OC)=[O:17])=[CH:11][CH:10]=2)=[CH:3][CH:2]=1.[CH3:26][N:27]([CH3:31])[CH2:28][CH2:29][NH2:30].N1C=NC=N1.C(OCC)(=O)C>C1(C)C=CC=CC=1>[C:1]1([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:6]=[CH:5][C:4]([CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][C:16]([NH:30][CH2:29][CH2:28][N:27]([CH3:31])[CH3:26])=[O:17])=[CH:11][CH:10]=2)=[CH:3][CH:2]=1

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 92571H-1,2,4-TriazoleHCID 66053N,N-DimethylethylenediamineHCID 18508368Methyl 4-(4-biphenylylmethoxy)phenylacetate

生成物 1

HCID 99102684-(4-Biphenylylmethoxy)phenyl-N-[2-(N,N-dimethylamino)ethyl]acetamide収率 102.2%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A solution of methyl 4-(4-biphenylylmethoxy)phenylacetate (60.0 g), N,N-dimethylethylenediamine (47.7 g), and 1H-1,2,4-triazole (12.6 g) in toluene (120 ml) was stirred under nitrogen at 100° C. for 8 hr and cooled until the temperature of the reaction mixture was reached to 60±2° C., to which ethyl acetate (240 ml) was added for 20 min. The reaction mixture was further heated under reflux for additional 30 min, left to stand at room temperature over night and stirred in an ice bath for 2 hr. The precipitate was collected by filtration and washed with ethyl acetate (120 ml) to obtain the titled compound (71.7 g).

後処理

  1. temperaturecooled until the temperature of the reaction mixture
  2. additionwas added for 20 min
  3. temperatureThe reaction mixture was further heated
  4. temperatureunder reflux for additional 30 min
  5. waitleft
  6. waitto stand at room temperature over night
  7. filtrationThe precipitate was collected by filtration
  8. washwashed with ethyl acetate (120 ml)

出典と根拠

ORDレコード
ord-308277ab1f71480a8c53ba4126813c84
出典データセット
uspto-grants-2003_07
特許番号
US06586475B1

反応ノート

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