Triethylamine → Diisopropyl-(3-pentynyloxy)silane

HRID 984513노트

반응식

HRID 984513 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

HCID 59925975Diisopropyl-(3-pentynyloxy)silane

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 8058Hexane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-eba02fa127c64d0dac4a65085aeffd8c
출처 데이터셋
uspto-grants-2005_03
특허 번호
US06867323B2

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