2-Methyl-3-buten-2-ol → HCID 22625558、化合物

HRID 277654

反応式

HRID 277654 の反応式
[CH3:1][C:2]([OH:6])([CH:4]=[CH2:5])[CH3:3].[CH3:7][Si:8]([SiH:11]([Si:16]([CH3:19])([CH3:18])[CH3:17])[Si:12]([CH3:15])([CH3:14])[CH3:13])([CH3:10])[CH3:9]>N(C1(C#N)CCCCC1)=NC1(C#N)CCCCC1>[CH3:1][C:2]([OH:6])([CH2:4][CH2:5][Si:11]([Si:12]([CH3:15])([CH3:14])[CH3:13])([Si:16]([CH3:19])([CH3:18])[CH3:17])[Si:8]([CH3:7])([CH3:9])[CH3:10])[CH3:3]

参加物

4

反応物 2

HCID 82572-Methyl-3-buten-2-olHCID 123134Tris(trimethylsilyl)silane

生成物 1

HCID 22625558HCID 22625558、化合物収率 75%

試薬・触媒・溶媒 1

HCID 749781,1'-Azobis(cyclohexanecarbonitrile)触媒

反応条件

温度
110 °C

実験手順

A dried reaction flask equipped for magnetic stirring and fitted with a reflux condenser was flushed with nitrogen and charged with toluene (500 mL). Oxygen was purged from the system by passing a stream of nitrogen through the solvent, 2-methyl-3-buten-2-ol (43.1 g, 500 mmol), tris(trimethylsilyl)silane (25.0 g, 100 mmol), and 1,1′-azobis(cyclohexanecarbonitrile) (1.22 g, 5 mmol) were added to the flask, and the reaction mixture was heated for 20 hours at 110° C. with stirring. The resulting solution was concentrated under reduced pressure, and distillation under vacuum (bp 90-104° C. at 0.10 mm) afforded the title compound (25.1 g, 74%) as a colorless solid. The distilled product was characterized by the following NMR data: 1H NMR (CDCl3) δ 0.14 (s, 27 H), 0.70-0.80 (m, 2 H), 1.17 (s, 6 H), 1.30 (br s, 1 H), 1.45-1.55 (m, 2 H); 13C NMR (CDCl3) δ 1.06 (9 C), 1.24 (1 C), 28.35 (2 C), 42.99 (1 C), 71.64 (1 C); 29Si NMR (CDCl3) δ −80.90 (1 Si), −12.83 (3 Si).

後処理

  1. customA dried reaction flask
  2. customequipped
  3. customfitted with a reflux condenser
  4. customwas flushed with nitrogen
  5. additioncharged with toluene (500 mL)
  6. customOxygen was purged from the system
  7. additionwere added to the flask
  8. stirringwith stirring
  9. concentrationThe resulting solution was concentrated under reduced pressure, and distillation under vacuum (bp 90-104° C. at 0.10 mm)

出典と根拠

ORDレコード
ord-8b9aca523c30479c88171315d03aa37d
出典データセット
uspto-grants-2002_03
特許番号
US06358675B1

関連ノート

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