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Triethylamine → Trans-3-Hydroxy-5-[2-(4-methoxyphenyl)ethenyl]phthalide

HRID 978651
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HRID 978651 반응식
[OH:1][CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9](Br)[CH:10]=2)[C:4](=[O:5])[O:3]1.[CH3:13][O:14][C:15]1[CH:22]=[CH:21][C:18]([CH:19]=[CH2:20])=[CH:17][CH:16]=1.C1(C)C=CC=CC=1P(C1C=CC=CC=1C)C1C=CC=CC=1C.C(N(CC)CC)C>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.O.CS(C)=O>[CH3:13][O:14][C:15]1[CH:22]=[CH:21][C:18](/[CH:19]=[CH:20]/[C:9]2[CH:10]=[C:11]3[C:6](=[CH:7][CH:8]=2)[C:4](=[O:5])[O:3][CH:2]3[OH:1])=[CH:17][CH:16]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 8471TriethylamineHCID 125074-MethoxystyreneHCID 80271Tri-o-tolylphosphineHCID 142348425-bromo-3-hydroxy-3H-isobenzofuran-1-one

생성물 1

HCID 13827310Trans-3-Hydroxy-5-[2-(4-methoxyphenyl)ethenyl]phthalide

시약·촉매·용매 3

HCID 167845palladium(II) acetate
촉매
HCID 679Dimethyl Sulfoxide용매
HCID 962Water용매

실험 절차

A mixture of 9.9 gm 3-hydroxy-5-bromophthalide, 5.8 gm p-methoxystyrene, 0.09 gm palladium acetate, 0.47 gm tri-(o-tolyl)-phosphine, 7 ml triethylamine and 35 ml dimethylsulfoxide were heated with stirring at 95° for 5 hours. The reaction mixture was cooled and added to 400 ml water. The product was extracted into ethyl acetate, which solution was washed with water and dried over magnesium sulfate. Removal of solvent left 8.0 gm yellow solid melting at 140°-148°.

후처리

  1. temperaturewere heated
  2. temperatureThe reaction mixture was cooled
  3. extractionThe product was extracted into ethyl acetate, which solution
  4. washwas washed with water
  5. dry with materialdried over magnesium sulfate
  6. customRemoval of solvent
  7. waitleft 8.0 gm yellow solid melting at 140°-148°

출처 및 근거

ORD 기록
ord-dad1e319ca0b42ce852803f8944d4b4f
출처 데이터셋
uspto-grants-1987_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04665181

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