Triethylamine → (But-3-yn-1-yloxy)(tert-butyl)dimethylsilane

HRID 73307

反応式

HRID 73307 の反応式
[CH:1]#[C:2][CH2:3][CH2:4][OH:5].[Si:6](Cl)([C:9]([CH3:12])([CH3:11])[CH3:10])([CH3:8])[CH3:7].C(N(CC)CC)C>ClCCl>[C:9]([Si:6]([O:5][CH2:4][CH2:3][C:2]#[CH:1])([CH3:8])[CH3:7])([CH3:12])([CH3:11])[CH3:10]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 135663-Butyn-1-OLHCID 28928tert-Butyldimethylsilyl chloride

生成物 1

HCID 4304567(But-3-yn-1-yloxy)(tert-butyl)dimethylsilane

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A stirred, 0° C. solution of homopropargyl alcohol (10 g, 0.14 mol) and tert-butyldimethylsilyl chloride (21.5 g, 0.14 mol) in dichloromethane (50 mL) was treated with triethylamine (22.8 mL, 0.168 mol). The mixture was then stirred overnight at room temperature. The mixture was washed with water and the organic layer was dried (MgSO4) and filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by chromatography (95:5 hexane/ethyl acetate) to provide the title compound. 1H NMR (300 MHz, CDCl3): δ 0.08 (s, 6H), 0.90 (s, 9H), 1.96 (t, J=3 Hz, 1H), 2.41 (dt, J=6 Hz, J=3 Hz, 2H), 3.75 (d, J=6 Hz, 2H).

後処理

  1. washThe mixture was washed with water
  2. dry with materialthe organic layer was dried (MgSO4)
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customthe residue was purified by chromatography (95:5 hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-6062a4876b694fceb2ae19de7916a7cc
出典データセット
uspto-grants-2014_09
特許番号
US08829041B2

関連ノート

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