Iodoethane → HCID 72187885, 화합물

HRID 515164노트

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HRID 515164 반응식
[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

참가 물질

5

반응물 3

HCID 6340Iodoethane3회HCID 11430Potassium CarbonateHCID 86699734HCID 86699734, 화합물

생성물 1

HCID 72187885HCID 72187885, 화합물수율 56%

시약·촉매·용매 1

HCID 180Acetone용매

반응 조건

온도
50 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-7e755d4f9ea04846bc00aa0c354651c8
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09108936B2

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