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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
ノート
印刷プレビュー

反応式

HRID 1086102 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028
Tetrahydrofuran
溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1bfc4fbd8eed4c35a75ff7d2319e4559
出典データセット
uspto-grants-1991_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05011947

反応ノート

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