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Nitromethane → HCID 123928403, 화합물

HRID 1509227
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HRID 1509227 반응식
CC(C)([O-])C.[K+].[N+:7]([CH3:10])([O-:9])=[O:8].[C:11]([O:15][C:16](=[O:44])[NH:17][C:18]1([C:22]2[CH:27]=[CH:26][C:25]([C:28]3[C:33]([C:34]4[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=4)=[CH:32][C:31]([N+:40]([O-:42])=[O:41])=[C:30](Cl)[N:29]=3)=[CH:24][CH:23]=2)[CH2:21][CH2:20][CH2:19]1)([CH3:14])([CH3:13])[CH3:12].[NH4+].[Cl-]>CS(C)=O>[C:11]([O:15][C:16](=[O:44])[NH:17][C:18]1([C:22]2[CH:27]=[CH:26][C:25]([C:28]3[C:33]([C:34]4[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=4)=[CH:32][C:10]([N+:7]([O-:9])=[O:8])=[C:30]([CH2:31][N+:40]([O-:42])=[O:41])[N:29]=3)=[CH:24][CH:23]=2)[CH2:19][CH2:20][CH2:21]1)([CH3:14])([CH3:12])[CH3:13]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 6375NitromethaneHCID 25517Ammonium ChlorideHCID 23665647Potassium tert-butoxideHCID 87326920Tert-butyl(1-(4-(6-chloro-5-nitro-3-phenylpyridin-2-yl)phenyl)cyclobutyl)carbamate

생성물 1

HCID 123928403HCID 123928403, 화합물

시약·촉매·용매 1

HCID 679
Dimethyl Sulfoxide
용매

실험 절차

To a solution of potassium tert-butoxide (468 mg, 4.17 mmol) in dry DMSO (20 ml) was slowly added nitromethane (225 ul, 4.17 mmol) under nitrogen. The resulting mixture was stirred for 15 min at room temperature before tert-butyl(1-(4-(6-chloro-5-nitro-3-phenylpyridin-2-yl)phenyl)cyclobutyl)carbamate (1 g, 2.08 mmol) was added. The resulting mixture was stirred for 1 hour at room temperature. A saturated solution of NH4Cl was added and the mixture was extracted with AcOEt (3×50 ml). The combined organic phases were washed with water (3×20 ml), dried over Na2SO4 and concentrated to dryness under reduced pressure. The resulting residue was used directly without purification. 1H NMR (500 MHz, CDCl3): 8.60 (1H, s), 7.44-7.35 (7H, m), 7.30-7.28 (2H, m), 6.21 (2H, s), 5.09 (1H, s), 2.52-2.20 (4H, m), 2.00-1.95 (1H, m), 1.79-1.65 (1H, m), 1.40-1.10 (9H, br).

후처리

  1. additionwas added
  2. extractionthe mixture was extracted with AcOEt (3×50 ml)
  3. washThe combined organic phases were washed with water (3×20 ml)
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated to dryness under reduced pressure
  6. customThe resulting residue was used directly without purification

출처 및 근거

ORD 기록
ord-c1e2852c79bd4e3181bebc6146e20223
출처 데이터셋
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09221838B2

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