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Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → Ethyl (2E)-3-(5-chloro-2-pyrazinyl)acrylate

HRID 226369
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반응식

HRID 226369 반응식
[Cl:1][C:2]1[N:3]=[CH:4][C:5]([CH2:8]O)=[N:6][CH:7]=1.[C:10]([CH:15]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([O:12][CH2:13][CH3:14])=[O:11]>O1CCOCC1.[O-2].[Mn+4].[O-2]>[Cl:1][C:2]1[N:3]=[CH:4][C:5](/[CH:8]=[CH:15]/[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[N:6][CH:7]=1
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참가 물질

5

반응물 2

HCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 23462054(5-Chloropyrazin-2-yl)methanol

생성물 1

HCID 86603667Ethyl (2E)-3-(5-chloro-2-pyrazinyl)acrylate수율 68%

시약·촉매·용매 2

HCID 178418406HCID 178418406, 화합물촉매HCID 312751,4-Dioxane용매

실험 절차

To a solution of (5-chloro-2-pyrazinyl)methanol (11.0 g) in dioxane (110 mL) was added manganese(IV) oxide (26.5 g) and (carbethoxymethylene)triphenylphosphorane (29.2 g). After stirring for 2 hours at room temperature, a resulting precipitate was filtered and the filtrate was evaporated in vacuo. The residue was purified by column chromatography on silica gel to give ethyl (2E)-3-(5-chloro-2-pyrazinyl)acrylate (11.0 g).

후처리

  1. filtrationa resulting precipitate was filtered
  2. customthe filtrate was evaporated in vacuo
  3. customThe residue was purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-173024c0d56d4d938e1e05aa7b42dc11
출처 데이터셋
uspto-grants-2009_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07557127B2

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