Triethylamine → Diisopropyl-(3-pentynyloxy)silane

HRID 984513ノート

反応式

HRID 984513 の反応式
[CH2:1]([OH:6])[CH2:2][C:3]#[C:4][CH3:5].C(N(CC)CC)C.Cl[SiH:15]([CH:19]([CH3:21])[CH3:20])[CH:16]([CH3:18])[CH3:17]>CN(C)C1C=CN=CC=1.CCCCCC>[CH:16]([SiH:15]([CH:19]([CH3:21])[CH3:20])[O:6][CH2:1][CH2:2][C:3]#[C:4][CH3:5])([CH3:18])[CH3:17]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 662953-Pentyn-1-olHCID 2758383Chlorodi(isopropyl)silane

生成物 1

HCID 59925975Diisopropyl-(3-pentynyloxy)silane

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 8058Hexane溶媒

実験手順

To a cold (0° C.) solution of 3-pentynol (5.880g, 70.0 mmol, 1.0 equiv), 4-dimethylaminopyridine (DMAP) (840 mg, 7.00 mmol, 0.10 equiv), and triethylamine (TEA) (9.80 ml, 71.0 mmol, 1.01 equiv) in 100 mL of dry hexane was added dropwise chlorodiisopropylsilane (11.0 g, 71.0 mmol, 1.01 equiv) over 20 minutes. The resulting white suspension was allowed to warm to room temperature and was stirred overnight. The reaction mixture was filtered through a short silica pad (10 g) and the solvent was then evaporated in vacuo to give a colorless liquid. Fractional distillation of this liquid afforded 11.2 g (81%) of A-7 as a colorless liquid. An analytical sample (0.48 g) was obtained by redistillation of a 0.50 g sample by Kugelrohr distillation.

後処理

  1. filtrationThe reaction mixture was filtered through a short silica pad (10 g)
  2. customthe solvent was then evaporated in vacuo
  3. customto give a colorless liquid
  4. distillationFractional distillation of this liquid
  5. customafforded 11.2 g (81%) of A-7 as a colorless liquid
  6. customAn analytical sample (0.48 g) was obtained by redistillation of a 0.50 g sample by Kugelrohr distillation

出典と根拠

ORDレコード
ord-eba02fa127c64d0dac4a65085aeffd8c
出典データセット
uspto-grants-2005_03
特許番号
US06867323B2

反応ノート

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