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1-Ethynyl-4-propoxybenzene → N-{1-Methyl-2-[4-(4-propoxy-phenylethynyl)-phenyl]-ethyl}-acetamide

HRID 76201
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HRID 76201 반응식
[C:1]([NH:4][CH:5]([CH3:21])[CH2:6][C:7]1[CH:12]=[CH:11][C:10](OS(C(F)(F)F)(=O)=O)=[CH:9][CH:8]=1)(=[O:3])[CH3:2].[C:22]([C:24]1[CH:29]=[CH:28][C:27]([O:30][CH2:31][CH2:32][CH3:33])=[CH:26][CH:25]=1)#[CH:23]>CN(C=O)C.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH3:21][CH:5]([NH:4][C:1](=[O:3])[CH3:2])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:23]#[C:22][C:24]2[CH:29]=[CH:28][C:27]([O:30][CH2:31][CH2:32][CH3:33])=[CH:26][CH:25]=2)=[CH:9][CH:8]=1
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참가 물질

5

반응물 2

HCID 27751231-Ethynyl-4-propoxybenzeneHCID 86669624Trifluoromethanesulfonic acid 4-(2-acetylamino-propyl)-phenyl ester

생성물 1

HCID 66613508N-{1-Methyl-2-[4-(4-propoxy-phenylethynyl)-phenyl]-ethyl}-acetamide

시약·촉매·용매 2

HCID 178418476HCID 178418476, 화합물촉매HCID 6228Dimethylformamide용매

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온도
80 °C

실험 절차

To 0.33 g (1.00 mmol) trifluoromethanesulfonic acid 4-(2-acetylamino-propyl)-phenyl ester (I53.2) and 0.18 g (1.10 mmol) 1-ethynyl-4-propoxybenzene in 3 mL DMF and 0.60 mL (4.50 mmol) TEA are added 0.04 g (0.06 mmol) bis-(triphenylphosphin)-palladiumdichlorid. The mixture is stirred in a sealed tube at 80° C. for 24 h. The reaction mixture is partitioned between EtOAc and water, the organic layer is dried with Na2SO4 and the solvent is removed in vacuo. The residue is purified by column chromatographie (silica gel, DCM/EtOAc 1/1). The resulting product is triturated with diethylether and dried at 80° C. in vacuo.

후처리

  1. customThe reaction mixture is partitioned between EtOAc and water
  2. dry with materialthe organic layer is dried with Na2SO4
  3. customthe solvent is removed in vacuo
  4. customThe residue is purified by column chromatographie (silica gel, DCM/EtOAc 1/1)
  5. customThe resulting product is triturated with diethylether
  6. customdried at 80° C. in vacuo

출처 및 근거

ORD 기록
ord-07cc6972bbba45a1a6b1aa91f33e7fcd
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08835472B2

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