Ethyl Acetate → HCID 12016496, 화합물

HRID 1264616노트

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HRID 1264616 반응식
[F:1][C:2]1[CH:3]=[CH:4][C:5]([N+:28]([O-])=O)=[C:6]([CH:27]=1)[CH2:7][N:8]([S:16]([C:19]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=1)(=[O:18])=[O:17])[CH:9]([CH2:14][OH:15])[C:10]([O:12][CH3:13])=[O:11].O.O.[Sn](Cl)(Cl)(Cl)Cl.[C:38]([O-])(O)=O.[Na+].C(O[CH2:47][CH3:48])(=O)C>C(O)C>[NH2:28][C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:27][C:6]=1[CH2:7][N:8]([S:16]([C:19]1[CH:24]=[CH:23][C:22]([O:25][CH2:26][C:38]#[C:47][CH3:48])=[CH:21][CH:20]=1)(=[O:18])=[O:17])[CH:9]([CH2:14][OH:15])[C:10]([O:12][CH3:13])=[O:11]

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 516892Sodium BicarbonateHCID 18612902HCID 18612902, 화합물HCID 85782573Tin tetrachloride dihydrate

생성물 1

HCID 12016496HCID 12016496, 화합물수율 58%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
70 °C

실험 절차

Methyl 2-{(5-fluoro-2-nitrobenzyl)[(4-methoxyphenyl)sulfonyl]amino}-3-hydroxypropanoate (1.0 g, 2.08 mmol) was dissolved in ethanol (18 mL). To this was added tin chloride dihydrate (2.35 g, 10.4 mmol) and the reaction was heated to 70° C. for 2 hours. The reaction was then cooled to room temperature and ice water followed by NaHCO3 was added to bring the solution to pH 8. Ethyl acetate was added and the suspension was filtered through celite. The organic layer was separated and washed with brine, dried over Na2SO4 concentrated in vacuo and chromatographed using 1:1 hexane:ethyl acetate as eluant to provide 0.55 g (58%) of the desired product as a yellow oil.

후처리

  1. temperatureThe reaction was then cooled to room temperature
  2. additionwas added
  3. filtrationthe suspension was filtered through celite
  4. customThe organic layer was separated
  5. washwashed with brine
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated in vacuo
  8. customchromatographed

출처 및 근거

ORD 기록
ord-c775419fbf1d4407a48e9b8f18c7a213
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06544984B1

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