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

HRID 73307

반응식

HRID 73307 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-6062a4876b694fceb2ae19de7916a7cc
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829041B2

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