Ethyl Acetate → HCID 21698569, 화합물

HRID 379350노트

반응식

HRID 379350 반응식
[CH2:1]([C:3]1([CH3:24])[CH2:8][C:7]([CH3:10])([CH3:9])[CH2:6][CH:5]([NH:11][C:12](=[O:23])[C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([N+:19]([O-])=O)[C:14]=2[OH:22])[CH2:4]1)[CH3:2].[H][H].[C:27](OCC)(=[O:29])C>[Pd]>[CH:27]([NH:19][C:15]1[C:14]([OH:22])=[C:13]([CH:18]=[CH:17][CH:16]=1)[C:12]([NH:11][CH:5]1[CH2:6][C:7]([CH3:10])([CH3:9])[CH2:8][C:3]([CH2:1][CH3:2])([CH3:24])[CH2:4]1)=[O:23])=[O:29]

참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 21698574HCID 21698574, 화합물HCID 178418361HCID 178418361, 화합물2회

생성물 1

HCID 21698569HCID 21698569, 화합물

시약·촉매·용매 1

HCID 23938Palladium촉매

실험 절차

To a solution of N-(3-ethyl-3,5,5-trimethylcyclohexyl)-2-hydroxy-3-nitrobenzamide (3.60 g) in ethyl acetate (75 ml) was added 5% Pd/C (0.40 g) catalyst. The resulting mixture was subjected to a hydrogen atmosphere (initial H2 pressure=50 psi) using a Parr shaker apparatus. When hydrogen uptake ceased (approximately 30 minutes), the hydrogen atmosphere was purged. A stir bar was added to the reaction bottle and to the stirred reaction mixture acetic-formic anhydride (3 ml) was added all at once. After stirring at room temperature for 30 minutes, the reaction was filtered, washed with saturated sodium bicarbonate solution (100 ml). then with a saturated sodium chloride solution (100 ml), dried (MgSO4) and the solvent evaporated to give the desired product as a white solid foam (3.5 g). An analytical sample could be prepared by recrystallization from a methanol/water mixture to give an off-white crystalline solid (m.p.=166-168° C.). 13C NMR (CDCl3) showed this material to be approximately a 6:4 mixture of diastereomers.

후처리

  1. custom(approximately 30 minutes)
  2. customthe hydrogen atmosphere was purged
  3. additionA stir bar was added to the reaction bottle and to the stirred reaction mixture acetic-formic anhydride (3 ml)
  4. additionwas added all at once
  5. filtrationthe reaction was filtered
  6. washwashed with saturated sodium bicarbonate solution (100 ml)
  7. dry with materialthen with a saturated sodium chloride solution (100 ml), dried (MgSO4)
  8. customthe solvent evaporated

출처 및 근거

ORD 기록
ord-81b8de6077244d4bbfa485f9dfc5e9ae
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06297401B1

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