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1,1-Dimethylethyl 6-formyl-2,2-dimethyl-1,3-dioxane-4-acetate → 1,1-Dimethylethyl 6-[4,4-bis(4-fluorophenyl)-3-trifluoromethyl-1,3-butadienyl]-1,3-dioxane-4-acetate

HRID 1086102
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HRID 1086102 반응식
C([Li])CCC.[F:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]([C:26]2[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=2)=[C:14]([C:22]([F:25])([F:24])[F:23])[CH2:15]P(=O)(OC)OC)=[CH:9][CH:8]=1.[CH:33]([CH:35]1[O:40][C:39](C)(C)[O:38][CH:37]([CH2:43][C:44]([O:46][C:47]([CH3:50])([CH3:49])[CH3:48])=[O:45])[CH2:36]1)=O>O1CCCC1>[F:32][C:29]1[CH:30]=[CH:31][C:26]([C:13]([C:10]2[CH:9]=[CH:8][C:7]([F:6])=[CH:12][CH:11]=2)=[C:14]([C:22]([F:23])([F:25])[F:24])[CH:15]=[CH:33][CH:35]2[O:40][CH2:39][O:38][CH:37]([CH2:43][C:44]([O:46][C:47]([CH3:48])([CH3:50])[CH3:49])=[O:45])[CH2:36]2)=[CH:27][CH:28]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

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HCID 156146011,1-Dimethylethyl 6-formyl-2,2-dimethyl-1,3-dioxane-4-acetateHCID 53881730Dimethyl [3,3-bis(4-fluorophenyl)-2-trifluoromethyl-2-propen-1-yl]phosphonateHCID 178418339Butyllithium

생성물 1

HCID 540852831,1-Dimethylethyl 6-[4,4-bis(4-fluorophenyl)-3-trifluoromethyl-1,3-butadienyl]-1,3-dioxane-4-acetate

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

Butyl lithium(1.2 mL of 2.5M solution, 3.0 mmol) was added to a solution of dimethyl [3,3-bis(4-fluorophenyl)-2-trifluoromethyl-2-propen-1-yl]phosphonate in 20 mL tetrahydrofuran at -70° C. followed by immediate addition of 1,1-dimethylethyl 6-formyl-2,2-dimethyl-1,3-dioxane-4-acetate (0.9 g, 3.6 mmol). The solution was allowed to gradually warm to room temperature and then stirred for 14 hours. The reaction was quenched with saturated ammonium chloride solution and the mixture extracted with diethyl ether. The extracts were dried and concentrated in vacuo. The residue was purified by chromatography on silica eluting with 10% ethyl acetate in hexane to give 0.7 g of the title compound as an oil. MS(CI): m/e =538 for M+ of C29H31F4O4.

후처리

  1. customThe reaction was quenched with saturated ammonium chloride solution
  2. extractionthe mixture extracted with diethyl ether
  3. customThe extracts were dried
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by chromatography on silica eluting with 10% ethyl acetate in hexane

출처 및 근거

ORD 기록
ord-1bfc4fbd8eed4c35a75ff7d2319e4559
출처 데이터셋
uspto-grants-1991_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05011947

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