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3-Amino-1-propanol → HCID 21913176, 화합물

HRID 1187403
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HRID 1187403 반응식
[NH2:1][CH2:2][CH2:3][CH2:4][OH:5].[Cl:6][C:7]1[C:12]([N+:13]([O-:15])=[O:14])=[C:11](Cl)[C:10]([CH3:17])=[C:9]([CH3:18])[N:8]=1>CN(C=O)C>[Cl:6][C:7]1[C:12]([N+:13]([O-:15])=[O:14])=[C:11]([NH:1][CH2:2][CH2:3][CH2:4][OH:5])[C:10]([CH3:17])=[C:9]([CH3:18])[N:8]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 90863-Amino-1-propanolHCID 121091232,4-Dichloro-5,6-dimethyl-3-nitropyridine

생성물 1

HCID 21913176HCID 21913176, 화합물수율 52.9%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

3-Amino-1-propanol (6.92 mL, 90.5 mmol) was added dropwise to a stirred solution of 2,4-dichloro-5,6-dimethyl-3-nitropyridine (20.0 g, 90.5 mmol) and triethylatnine (18.9 mL, 136 nmuol) in DMF (300 mL) at room temperature. After 16 hours, the solvent was removed under reduced pressure and the resulting oil was partitioned between ethyl acetate (450 mL) and water (50 mL). The layers were separated and the organic layer was washed with water (3×50 mL). The combined aqueous layers were back-extracted with ethyl acetate (2×30 mL). The combined organic layers were dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The resulting orange solid was triturated with hexanes/ethyl acetate (2: 1) and was isolated by filtration to yield 12.43 g of 3-[(2-chloro-5,6-dimethyl-3-nitropyridin-4-yl)amino]propan-1-ol as a yellow solid.

후처리

  1. customat room temperature
  2. customthe solvent was removed under reduced pressure
  3. customthe resulting oil was partitioned between ethyl acetate (450 mL) and water (50 mL)
  4. customThe layers were separated
  5. washthe organic layer was washed with water (3×50 mL)
  6. extractionThe combined aqueous layers were back-extracted with ethyl acetate (2×30 mL)
  7. dry with materialThe combined organic layers were dried over magnesium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated under reduced pressure
  10. customThe resulting orange solid was triturated with hexanes/ethyl acetate (2: 1)
  11. customwas isolated by filtration

출처 및 근거

ORD 기록
ord-825b95293c504c738001526934769afe
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08673932B2

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