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Triethylsilane → 4-(2,3,4,5-tetramethoxy-6-methylbenzyl)benzoic Acid Methylester

HRID 496352
ノート
印刷プレビュー

反応式

HRID 496352 の反応式
[CH2:1]([SiH](CC)CC)C.[Si](OS(C(F)(F)F)(=O)=O)(C)(C)C.[CH3:20][O:21][C:22]1[C:37]([O:38][CH3:39])=[C:36]([O:40][CH3:41])[C:35]([O:42][CH3:43])=[C:34]([CH3:44])[C:23]=1[CH2:24][C:25]1[CH:33]=[CH:32][C:28]([C:29]([OH:31])=[O:30])=[CH:27][CH:26]=1>C(Cl)Cl>[CH3:1][O:30][C:29](=[O:31])[C:28]1[CH:27]=[CH:26][C:25]([CH2:24][C:23]2[C:34]([CH3:44])=[C:35]([O:42][CH3:43])[C:36]([O:40][CH3:41])=[C:37]([O:38][CH3:39])[C:22]=2[O:21][CH3:20])=[CH:33][CH:32]=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 12052TriethylsilaneHCID 65367Trimethylsilyl triflateHCID 223252774-(2,3,4,5-tetramethoxy-6-methylbenzyl)benzoic Acid

生成物 1

HCID 537286504-(2,3,4,5-tetramethoxy-6-methylbenzyl)benzoic Acid Methylester収率 71.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of triethylsilane (88 mg, 0.76 mmol) and TMSOTf (0.004 ml) in methylene chloride (2 ml) was added dropwise a solution of the compound (237 mg, 0.63 mmol) obtained in Step 2 in methylene chloride (2 ml) and the mixture was stirred at room temperature for 4 hours. The reaction mixture was washed with saturated saline, dried, and then the solvent was distilled off. The residue was purified by a silica gel column chromatography (ethyl acetate:hexane=1:6) to yield the title compound (160 mg, 0.45 mmol, yield 71%).

後処理

  1. washThe reaction mixture was washed with saturated saline
  2. customdried
  3. distillationthe solvent was distilled off
  4. customThe residue was purified by a silica gel column chromatography (ethyl acetate:hexane=1:6)

出典と根拠

ORDレコード
ord-1f35c6498e2546d1a62c6773bbcd741d
出典データセット
uspto-grants-2005_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06943196B1

反応ノート

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