Triethylsilane → HCID 67245862、化合物

HRID 2425318ノート

反応式

HRID 2425318 の反応式
[SiH](CC)(CC)CC.[CH2:8]([O:10][C:11](=[O:40])[C:12]([NH:36][C:37](=[O:39])[CH3:38])([CH:18]1[CH2:26][C:25]2[C:20](=[CH:21][CH:22]=[C:23]([CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[CH:24]=2)[C:19]1=O)[C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH3:9]>C(Cl)Cl.Cl[Ti](Cl)(Cl)Cl>[CH2:8]([O:10][C:11](=[O:40])[C:12]([NH:36][C:37](=[O:39])[CH3:38])([CH:18]1[CH2:26][C:25]2[C:20](=[CH:21][CH:22]=[C:23]([CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[CH:24]=2)[CH2:19]1)[C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH3:9]

参加物

5

反応物 2

HCID 12052TriethylsilaneHCID 67246761HCID 67246761、化合物

生成物 1

HCID 67245862HCID 67245862、化合物収率 72.3%

試薬・触媒・溶媒 2

HCID 24193Titanium Tetrachloride触媒HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of Et3SiH (1.014 g, 8.704 mmol) in CH2Cl2 (8 mL) was added 4 (0.213 g, 0.465 mmol) in CH2Cl2 (1.5 mL) dropwise at room temp under N2. TiCl4 (0.354 g, 1.858 mmol) was then added and the reaction left to stir at room temp over night. The reaction was then poured slowly over ice and extracted with CH2Cl2, the organic layer was then dried and concentrated. The product was then purified with silica gel chromatography eluding with 70% hexanes-30% EtOAc. The reaction provided 5 (0.149 g, 0.336 mmol, 72%).

後処理

  1. waitthe reaction left
  2. additionThe reaction was then poured slowly over ice
  3. extractionextracted with CH2Cl2
  4. customthe organic layer was then dried
  5. concentrationconcentrated
  6. customThe product was then purified with silica gel chromatography

出典と根拠

ORDレコード
ord-d559a71e1a9f4c9a856f4445a8a9955d
出典データセット
uspto-grants-2011_06
特許番号
US07964649B2

反応ノート

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