Water → N-(4-chloromethylphenyl)-7-(4-ethoxyphenyl)-2,3-dihydro-1-benzoxepine-4-carboxamide

HRID 1277217노트

반응식

HRID 1277217 반응식
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[CH:12][C:13]3[O:19][CH2:18][CH2:17][C:16]([C:20]([NH:22][C:23]4[CH:28]=[CH:27][C:26]([CH2:29]O)=[CH:25][CH:24]=4)=[O:21])=[CH:15][C:14]=3[CH:31]=2)=[CH:6][CH:5]=1)[CH3:2].S(Cl)([Cl:34])=O.O>N1C=CC=CC=1.C(Cl)(Cl)Cl.C1COCC1.C(OCC)(=O)C>[Cl:34][CH2:29][C:26]1[CH:27]=[CH:28][C:23]([NH:22][C:20]([C:16]2[CH2:17][CH2:18][O:19][C:13]3[CH:12]=[CH:11][C:10]([C:7]4[CH:8]=[CH:9][C:4]([O:3][CH2:1][CH3:2])=[CH:5][CH:6]=4)=[CH:31][C:14]=3[CH:15]=2)=[O:21])=[CH:24][CH:25]=1

참가 물질

8

반응물 3

HCID 962WaterHCID 24386Thionyl ChlorideHCID 184723397-(4-ethoxyphenyl)-N-(4-hydroxymethylphenyl)-2,3-dihydro-1-benzoxepine-4-carboxamide

생성물 1

HCID 18472558N-(4-chloromethylphenyl)-7-(4-ethoxyphenyl)-2,3-dihydro-1-benzoxepine-4-carboxamide

시약·촉매·용매 4

HCID 1049Pyridine촉매HCID 6212Chloroform용매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

To a suspension of 7-(4-ethoxyphenyl)-N-(4-hydroxymethylphenyl)-2,3-dihydro-1-benzoxepine-4-carboxamide (2.55 g) and pyridine (2 drops) in chloroform (50 ml) was added thionyl chloride (0.8 ml) at room temperature, and the mixture was stirred for 20 hours. To the reaction mixture was added water and then THF, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride solution, dried with magnesium sulfate and concentrated under reduced pressure to give solid, which was dissolved in THF and ethyl acetate. The mixture was concentrated under reduced pressure to give crystals, which were collected by filtration and washed with diisopropylether to give N-(4-chloromethylphenyl)-7-(4-ethoxyphenyl)-2,3-dihydro-1-benzoxepine-4-carboxamide (2.42 g) as colorless crystals.

후처리

  1. extractionTHF, and the mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with saturated sodium chloride solution
  3. dry with materialdried with magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customto give solid, which
  6. concentrationThe mixture was concentrated under reduced pressure
  7. customto give crystals, which
  8. filtrationwere collected by filtration
  9. washwashed with diisopropylether

출처 및 근거

ORD 기록
ord-314c8ee4058447d0b9e9340a699c2ab1
출처 데이터셋
uspto-grants-2000_12
특허 번호
US06166006

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