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HCID 658603, 화합물 → HCID 59570176, 화합물

HRID 2070989
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HRID 2070989 반응식
[C:1]([C:5]1[C:6]([OH:14])=[C:7]([CH:11]=[CH:12][CH:13]=1)[CH:8]=[N:9]O)([CH3:4])([CH3:3])[CH3:2]>CCOC(C)=O.CO.[Pd]>[NH2:9][CH2:8][C:7]1[CH:11]=[CH:12][CH:13]=[C:5]([C:1]([CH3:3])([CH3:2])[CH3:4])[C:6]=1[OH:14]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 1

HCID 658603HCID 658603, 화합물

생성물 1

HCID 59570176HCID 59570176, 화합물수율 23.7%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 887Methanol용매HCID 8857Ethyl Acetate용매

실험 절차

3-tert-butyl-2-hydroxybenzaldehyde oxime (550 mg, 2.9 mmol) in EtOAc (10 mL) and MeOH (10 mL) was hydrogenated at balloon pressure in the presence of 10% Pd on carbon (100 mg) for 15 h. The reaction mixture was filtered over celite and concentrated. The residue was dissolved in EtOAc and 0.5 N HCl (10 mL). The layers were separated and the aqueous layer was treated with 1N NaOH solution until pH=9. The resulting aqueous layer was extracted with CHCl3 (3×10 mL). The combined CHCl3 was washed with brine, dried with Na2SO4 and concentrated under reduced pressure to provide to desired product (123 mg, 23%).

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후처리

  1. filtrationThe reaction mixture was filtered over celite and
  2. concentrationconcentrated
  3. dissolutionThe residue was dissolved in EtOAc
  4. customThe layers were separated
  5. additionthe aqueous layer was treated with 1N NaOH solution until pH=9
  6. extractionThe resulting aqueous layer was extracted with CHCl3 (3×10 mL)
  7. washThe combined CHCl3 was washed with brine
  8. dry with materialdried with Na2SO4
  9. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-5de46f2656064f058ede2a6f43fd8643
출처 데이터셋
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08299267B2

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