Water → HCID 178487492, 화합물

HRID 1368510

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HRID 1368510 반응식
[NH:1]1[CH:5]=[C:4]([C:6]([C:8]2[CH:17]=[CH:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([O:18][CH3:19])[CH:14]=3)[CH:9]=2)=[O:7])[N:3]=[CH:2]1.[CH:20]([Mg]Cl)([CH3:22])[CH3:21].[Cl-].[NH4+].O>C1COCC1>[NH:1]1[CH:5]=[C:4]([C:6]([C:8]2[CH:17]=[CH:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([O:18][CH3:19])[CH:14]=3)[CH:9]=2)([OH:7])[CH:20]([CH3:22])[CH3:21])[N:3]=[CH:2]1

참가 물질

6

반응물 4

HCID 962WaterHCID 25517Ammonium ChlorideHCID 178418918HCID 178418918, 화합물HCID 178487490HCID 178487490, 화합물

생성물 1

HCID 178487492HCID 178487492, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
-10 °C

실험 절차

(1H-Imidazol-4-yl)-(6-methoxynaphthalen-2-yl)ketone (6.50 g) was dissolved in THF (120 ml), and the solution was cooled to −10° C. To the solution was slowly added dropwise a solution of isopropyl magnesium chloride in THF (2.0 M; 38.7 ml), and the mixture was stirred at −10° C. for 30 min. To the reaction mixture was added saturated aqueous solution of ammonium chloride and water. The mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous solution of sodium chloride, dried and concentrated. The residue was purified by silica gel column chromatography (eluent, chloroform:methanol=20:1→10:1). Recrystallization from ethyl acetate gave the titled compound (5.04 g) as a colorless crystalline powder.

후처리

  1. extractionThe mixture was extracted with ethyl acetate
  2. washThe extract was washed with saturated aqueous solution of sodium chloride
  3. customdried
  4. concentrationconcentrated
  5. customThe residue was purified by silica gel column chromatography (eluent, chloroform:methanol=20:1→10:1)
  6. customRecrystallization from ethyl acetate

출처 및 근거

ORD 기록
ord-e95ae7f9ea34473b9c5e4a42c73f0396
출처 데이터셋
uspto-grants-2003_06
특허 번호
US06573289B1

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