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Ethanol → HCID 67040187, 화합물

HRID 605197
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HRID 605197 반응식
[CH:1]1[C:13]2[CH:12]([CH2:14][O:15][C:16](=[O:43])[NH:17][C:18]3[CH:23]=[CH:22][C:21]([S:24][C:25]4[CH:30]=[CH:29][C:28]([C:31](=[O:39])[NH:32][C:33]5[S:37][N:36]=[C:35]([CH3:38])[CH:34]=5)=[CH:27][C:26]=4[N+:40]([O-])=O)=[CH:20][CH:19]=3)[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[Cl-].[NH4+].C(O)C.O1CCCC1>O.C(OCC)(=O)C.[Fe]>[CH:1]1[C:13]2[CH:12]([CH2:14][O:15][C:16](=[O:43])[NH:17][C:18]3[CH:19]=[CH:20][C:21]([S:24][C:25]4[CH:30]=[CH:29][C:28]([C:31](=[O:39])[NH:32][C:33]5[S:37][N:36]=[C:35]([CH3:38])[CH:34]=5)=[CH:27][C:26]=4[NH2:40])=[CH:22][CH:23]=3)[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 702EthanolHCID 8028TetrahydrofuranHCID 25517Ammonium ChlorideHCID 67040170HCID 67040170, 화합물

생성물 1

HCID 67040187HCID 67040187, 화합물수율 60.1%

시약·촉매·용매 3

HCID 23925Iron촉매
HCID 962
Water
용매
HCID 8857Ethyl Acetate용매

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온도
90 °C

실험 절차

The product of Example 167A (200 mg, 0.328 mmol), ammonium chloride (115 mg, 2.152 mmol), and iron powder (113 mg, 2.021 mmol) in a mixture of water (2 mL), ethanol (4 mL) and tetrahydrofuran (4 mL) was heated at 90° C. under a nitrogen atmosphere for 1 hour. The reaction was cooled to room temperature, diluted with ethyl acetate (50 mL), and washed with water (3×50 mL) and brine (50 mL). The organic was dried over anhydrous sodium sulfate, filtered, and concentrated by rotary evaporation in vacuo. Purification by silica gel chromatography eluting with 5% methanol/methylene chloride afforded the product as a gold-colored solid (114 mg, 60%).

후처리

  1. temperatureThe reaction was cooled to room temperature
  2. washwashed with water (3×50 mL) and brine (50 mL)
  3. dry with materialThe organic was dried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated by rotary evaporation in vacuo
  6. customPurification by silica gel chromatography
  7. washeluting with 5% methanol/methylene chloride

출처 및 근거

ORD 기록
ord-0047ccb690ff49d89d2795dd1740c3b1
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07910595B2

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