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Phenoxyethanol → HCID 15670239, 화합물

HRID 248698
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HRID 248698 반응식
[C:1]([S:4][CH2:5][CH:6]([CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:7]([NH:9][C:10]1[CH:11]=[C:12]([CH:19]=[CH:20][CH:21]=1)[C:13]([O:15][CH2:16][C:17]#N)=[O:14])=[O:8])(=[O:3])[CH3:2].[O:29](CCO)[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>CN(C)C1C=CN=CC=1.C(N(CC)CC)C>[C:1]([S:4][CH2:5][CH:6]([CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:7]([NH:9][C:10]1[CH:11]=[C:12]([CH:19]=[CH:20][CH:21]=1)[C:13]([O:15][CH2:16][CH2:17][O:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[O:14])=[O:8])(=[O:3])[CH3:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 31236PhenoxyethanolHCID 15670238HCID 15670238, 화합물

생성물 1

HCID 15670239HCID 15670239, 화합물수율 51.9%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 8471Triethylamine용매

반응 조건

온도
60 °C

실험 절차

Cyanomethyl 3-[(2 acetylthiomethyl-3-phenylpropionyl)amino]benzoate (compound of Example 116) (4 g), 2-phenoxyethanol (3 g), 4-dimethylaminopyridine (0.1 g) and triethylamine (2 g) are mixed, and the mixture is stirred at 60° C. for 15 hours and extracted with ethyl acetate (50 ml). The extract is washed with 10% hydrochloric acid and water, and ethyl acetate is distilled off under reduced pressure. The residue is dissolved in 50% aqueous acetonitrile and purified by a column chromatography using Diaion HP-20 (eluant, water-acetonitrile). The fractions containing the desired compound are collected, and acetonitrile is distilled off under reduced pressure. The aqueous solution is extracted with ethyl acetate (100 ml). The extract is dried over anhydrous magnesium sulfate, and ethyl acetate is distilled off under reduced pressure to give the title compound (2.5 g).

후처리

  1. extractionextracted with ethyl acetate (50 ml)
  2. washThe extract is washed with 10% hydrochloric acid and water, and ethyl acetate
  3. distillationis distilled off under reduced pressure
  4. dissolutionThe residue is dissolved in 50% aqueous acetonitrile
  5. custompurified by a column chromatography
  6. additionThe fractions containing the desired compound
  7. customare collected
  8. distillationacetonitrile is distilled off under reduced pressure
  9. extractionThe aqueous solution is extracted with ethyl acetate (100 ml)
  10. dry with materialThe extract is dried over anhydrous magnesium sulfate, and ethyl acetate
  11. distillationis distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-a9bfba8f528c4d658a91749fd406923a
출처 데이터셋
uspto-grants-1993_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05210266

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