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Triethylamine → Biphenyl-3,5-dicarboxylic acid dimethyl ester

HRID 399848
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HRID 399848 반응식
FC(F)(F)S(O[C:7]1[CH:8]=[C:9]([C:17]([O:19][CH3:20])=[O:18])[CH:10]=[C:11]([CH:16]=1)[C:12]([O:14][CH3:15])=[O:13])(=O)=O.OB(O)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.C(N(CC)CC)C>CN(C)C=O>[C:25]1([C:7]2[CH:8]=[C:9]([C:17]([O:19][CH3:20])=[O:18])[CH:10]=[C:11]([CH:16]=2)[C:12]([O:14][CH3:15])=[O:13])[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 66827Phenylboronic AcidHCID 10617248Dimethyl 5-[[(Trifluoromethyl)sulfonyl]oxy]isophthalate

생성물 1

HCID 4289413Biphenyl-3,5-dicarboxylic acid dimethyl ester수율 58.9%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
100 °C

실험 절차

A mixture of dimethyl 5-(trifluoromethylsulfonyloxy)isophthalate (2.3 g), dihydroxy-phenylborane (1.23 g) and triethylamine (2.0 4 g) in N,N-dimethylformamide (30 ml) was heated at 100° C. and stirred for 3 hours under nitrogen. After evaporating the solvent, the residue was dissolved in a mixture of dichlomethane (100 ml) and water. The organic layer was successively washed with aqueous 10% sodium carbonate solution and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was crystallized from hexane to afford dimethyl 5-phenylisophthalate (1.07 g).

후처리

  1. customAfter evaporating the solvent
  2. dissolutionthe residue was dissolved in a mixture of dichlomethane (100 ml) and water
  3. washThe organic layer was successively washed with aqueous 10% sodium carbonate solution and brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated in vacuo
  6. customThe residue was crystallized from hexane

출처 및 근거

ORD 기록
ord-aba61e3b5d3249fe8a84e1659f752174
출처 데이터셋
uspto-grants-1998_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05824691

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