Triethylsilane → 3-[4-(2,3,4,5-tetramethoxy-6-methylbenzyl)phenyl]acrylic Acid Ethylester

HRID 496328ノート

反応式

HRID 496328 の反応式
C([SiH](CC)CC)C.FC(F)(F)S(O[Si](C)(C)C)(=O)=O.[CH2:20]([O:22][C:23](=[O:52])[CH:24]=[CH:25][C:26]1[CH:31]=[CH:30][C:29]([CH:32](OC(=O)C)[C:33]2[C:38]([CH3:39])=[C:37]([O:40][CH3:41])[C:36]([O:42][CH3:43])=[C:35]([O:44][CH3:45])[C:34]=2[O:46][CH3:47])=[CH:28][CH:27]=1)[CH3:21]>C(Cl)Cl>[CH2:20]([O:22][C:23](=[O:52])[CH:24]=[CH:25][C:26]1[CH:31]=[CH:30][C:29]([CH2:32][C:33]2[C:38]([CH3:39])=[C:37]([O:40][CH3:41])[C:36]([O:42][CH3:43])=[C:35]([O:44][CH3:45])[C:34]=2[O:46][CH3:47])=[CH:28][CH:27]=1)[CH3:21]

参加物

5

反応物 3

HCID 12052TriethylsilaneHCID 65367Trimethylsilyl triflateHCID 86759842HCID 86759842、化合物

生成物 1

HCID 867598433-[4-(2,3,4,5-tetramethoxy-6-methylbenzyl)phenyl]acrylic Acid Ethylester収率 92%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of triethylsilane (720 mg, 6.21 mmol) and trimethylsilyl trifluoromethanesulfonate (TMSOTf) in methylene chloride (250 ml) was added dropwise a solution of the compound (2.37 g, 5.17 mmol) obtained in Step 3 in methylene chloride (50 ml) and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was washed with water, dried, and then the solvent was distilled off. The residue was purified by a silica gel column chromatography (hexane:ethyl acetate=4:1) to yield the title compound (1.90 g, 4.74 mmol, yield 92%).

後処理

  1. washThe reaction mixture was washed with water
  2. customdried
  3. distillationthe solvent was distilled off
  4. customThe residue was purified by a silica gel column chromatography (hexane:ethyl acetate=4:1)

出典と根拠

ORDレコード
ord-2f573344a9524ffabf36dd055e848738
出典データセット
uspto-grants-2005_09
特許番号
US06943196B1

反応ノート

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