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Toluene → HCID 57021276, 화합물

HRID 1450174
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HRID 1450174 반응식
[CH2:1]([O:3][C:4]([CH:6]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[O:5])[CH3:2].[Cl:26][C:27]1[CH:32]=[CH:31][C:30]([N:33]2[C:41](=O)[C:40]3[CH2:39][CH2:38][CH2:37][CH2:36][C:35]=3[C:34]2=[O:43])=[CH:29][C:28]=1[CH:44]1[S:48][CH:47]([CH3:49])[CH2:46][S:45]1.[C:50]1(C)C=CC=CC=1>>[Cl:26][C:27]1[CH:32]=[CH:31][C:30]([N:33]2[C:41](=[CH:50][CH2:6][C:4]([O:3][CH2:1][CH3:2])=[O:5])[C:40]3[CH2:39][CH2:38][CH2:37][CH2:36][C:35]=3[C:34]2=[O:43])=[CH:29][C:28]=1[CH:44]1[S:48][CH:47]([CH3:49])[CH2:46][S:45]1
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참가 물질

4

반응물 3

HCID 1140TolueneHCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester2회HCID 15615653HCID 15615653, 화합물

생성물 1

HCID 57021276HCID 57021276, 화합물

반응 조건

온도
25 °C

실험 절차

1.75 g of (ethoxycarbonylmethylene)triphenylphosphorane were added to a solution of 1.90 g of 2-[4-chloro-3-(4-methyl-1,3-dithiolan-2-yl)phenyl]-4,5,6,7-tetrahydro-2H-isoindol-1,3-dione in 50 ml of toluene. The solution obtained was then refluxed for 5 hours, after which a further 5.25 g of (ethoxycarbonylmethylene)triphenylphosphorane were added in two portions. The reaction mixture was refluxed for a total of 6 hours and then cooled to about 25° C. After separating off solid components and solvent, the residue was treated with diisopropyl ether. The substance crystallizing from diisopropyl ether was separated off and the filtrate was chromatographed on silica gel (eluent: CH2Cl2). Yield : 0.7 g of the title compound as an 85:15 E/Z isomer mixture.

후처리

  1. customThe solution obtained
  2. temperaturewas then refluxed for 5 hours
  3. temperatureThe reaction mixture was refluxed for a total of 6 hours
  4. customAfter separating off solid components and solvent
  5. additionthe residue was treated with diisopropyl ether
  6. customThe substance crystallizing from diisopropyl ether
  7. customwas separated off
  8. customthe filtrate was chromatographed on silica gel (eluent: CH2Cl2)

출처 및 근거

ORD 기록
ord-76d1c1e67cef4a20bf69e0dc4482e89e
출처 데이터셋
uspto-grants-1997_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05602074

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