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Ethanol → HCID 22934880, 화합물

HRID 254209
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HRID 254209 반응식
[CH2:1](O)[CH3:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Cl:23][CH2:24][C:25]1([CH3:44])[O:29][N:28]=[C:27]([S:30][CH2:31][C:32]2[C:33]([C:40]([F:43])([F:42])[F:41])=[N:34][N:35]([CH2:38][CH3:39])[C:36]=2[OH:37])[CH2:26]1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>O1CCCC1.C(OCC)(=O)C.O>[Cl:23][CH2:24][C:25]1([CH3:44])[O:29][N:28]=[C:27]([S:30][CH2:31][C:32]2[C:33]([C:40]([F:43])([F:42])[F:41])=[N:34][N:35]([CH2:38][CH3:39])[C:36]=2[O:37][CH2:1][CH3:2])[CH2:26]1
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참가 물질

8

반응물 4

HCID 702EthanolHCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 178463143HCID 178463143, 화합물

생성물 1

HCID 22934880HCID 22934880, 화합물수율 86.8%

시약·촉매·용매 3

HCID 962Water용매
HCID 8028
Tetrahydrofuran
용매
HCID 8857Ethyl Acetate용매

실험 절차

0.3 g (5.4 mmoles) of ethanol and 1.4 g (5.4 mmoles) of triphenylphosphine were added, at room temperature, into a solution of 1.6 g (4.5 mmoles) of 5-chloromethyl-3-(1-ethyl-5-hydroxy-3-trifluoromethyl-1H-pyrazol-4-ylmethylthio)-5-meth-yl-2-isoxazoline dissolved in 20 ml of tetrahydrofuran. Thereto was added, with ice-cooling, 1.1 g (5.4 mmoles) of diisopropyl azodicarboxylate. The mixture was stirred for 1 hour to give rise to a reaction. After the completion of the reaction, the reaction mixture was poured into water and extraction with ethyl acetate was conducted. The resulting organic layer was washed with water and an aqueous sodium chloride solution in this order and then dried over anhydrous magnesium sulfate. The resulting solution was subjected to reduced pressure distillation to remove the solvent contained therein. The residue was purified by silica gel column chromatography to obtain 1.5 g (yield: 86.8%) of 5-chloromethyl-3-(5-ethoxy-1-ethyl-3-trifluoromethyl-1H-pyrazol-4-ylmethylthio)-5-methyl-2-isoxazoline.

후처리

  1. additionThereto was added, with ice-
  2. temperaturecooling
  3. customto give rise
  4. customto a reaction
  5. customAfter the completion of the reaction
  6. washThe resulting organic layer was washed with water
  7. dry with materialan aqueous sodium chloride solution in this order and then dried over anhydrous magnesium sulfate
  8. distillationThe resulting solution was subjected to reduced pressure distillation
  9. customto remove the solvent
  10. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-f5f48230c3334482a66c831d6472c8f1
출처 데이터셋
uspto-grants-2011_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07875606B2

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