Iodoethane → HCID 72187885、化合物

HRID 515164ノート

反応式

HRID 515164 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][NH:9][C:10](=[O:25])[C:11]2[C:16]([CH3:17])=[CH:15][C:14]([N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)=[CH:13][C:12]=2[OH:24])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:32](I)[CH3:33]>CC(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][NH:9][C:10](=[O:25])[C:11]2[C:16]([CH3:17])=[CH:15][C:14]([N:18]3[CH2:19][CH2:20][O:21][CH2:22][CH2:23]3)=[CH:13][C:12]=2[O:24][CH2:32][CH3:33])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 6340Iodoethane3 回HCID 11430Potassium CarbonateHCID 86699734HCID 86699734、化合物

生成物 1

HCID 72187885HCID 72187885、化合物収率 56%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
50 °C

実験手順

To a solution of N-[(4-chlorophenyl)-methyl]-2-hydroxy-6-methyl-4-morpholin-4-yl-benzamide (0.2 g, 0.56 mmol) in acetone (5 ml) are added potassium carbonate (0.092 g, 0.66 mmol) and ethyl iodide (0.066 ml, 0.83 mmol). The reaction mixture is stirred at 50° C. for 1 h. Additional ethyl iodide (0.22 ml, 2.77 mmol) is added and heating is continued for another 2 h. Additional ethyl iodide (0.22 ml, 2.77 mmol) is then added and the reaction mixture is stirred for 15 h. After completion of reaction, the solution is filtered through a pad of celite and concentrated to obtain the crude product, which is purified by column chromatography (silica gel, 15% ethyl acetate/hexan) yielding N-[(4-chlorophenyl)-methyl]-2-ethoxy-6-methyl-4-morpholin-4-yl-benzamide (example 11) (0.12 g, 0.3 mmol, 56%). [M+H]+ 389.2.

後処理

  1. temperatureheating
  2. waitis continued for another 2 h
  3. stirringthe reaction mixture is stirred for 15 h
  4. customAfter completion of reaction
  5. filtrationthe solution is filtered through a pad of celite
  6. concentrationconcentrated
  7. customto obtain the crude product, which
  8. customis purified by column chromatography (silica gel, 15% ethyl acetate/hexan)

出典と根拠

ORDレコード
ord-7e755d4f9ea04846bc00aa0c354651c8
出典データセット
uspto-grants-2015_08
特許番号
US09108936B2

反応ノート

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