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Triphenylphosphine → [2-(4-Tert-butoxyphenoxy)ethoxy](tert-butyl)dimethylsilane

HRID 513176
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인쇄 미리보기

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HRID 513176 반응식
[C:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1)([CH3:4])([CH3:3])[CH3:2].[O:13]([CH2:21][CH2:22]O)[Si:14]([C:17]([CH3:20])([CH3:19])[CH3:18])([CH3:16])[CH3:15].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.CC(OC(/N=N/C(OC(C)C)=O)=O)C>C1(C)C=CC=CC=1>[C:1]([O:5][C:6]1[CH:7]=[CH:8][C:9]([O:12][CH2:22][CH2:21][O:13][Si:14]([C:17]([CH3:20])([CH3:19])[CH3:18])([CH3:16])[CH3:15])=[CH:10][CH:11]=1)([CH3:4])([CH3:2])[CH3:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 2773621p-Tert-butoxyphenolHCID 5363146Diisopropyl azodicarboxylateHCID 111376652-(tert-Butyl(dimethyl)silyl)oxyethanol

생성물 1

HCID 86720567[2-(4-Tert-butoxyphenoxy)ethoxy](tert-butyl)dimethylsilane수율 87%

시약·촉매·용매 1

HCID 1140
Toluene
용매

실험 절차

4-Tert-butoxyphenol (1 g, 6.02 mmole), 2-(t-butyldimethylsiloxy)ethanol (1.38 g, 7.83 mmole), and PPh3 (2.05 g, 7.82 mmole) were combined in toluene (30 mL) at RT. To this was added DIAD (1.52 mL, 7.82 mmole) slowly at RT. After stirring overnight the mixture was concentrated. Flash column chromatography (Biotage-SNAP-50 g SiO2, 0-10% EtOAc/hexanes) gave the title compound (1.7 g, 87%) as a clear oil. 1H NMR (400 MHz, CDCl3): δ 6.90 (d, J=8.8 Hz, 2 H); 6.80 (d, J=8.8 Hz, 2 H); 4.03-3.92 (m, 4 H); 1.30 (s, 9 H); 0.91 (s, 9 H); 0.10 (s, 6H).

후처리

  1. concentrationwas concentrated

출처 및 근거

ORD 기록
ord-798a77fb04ee4879875f0d3e02c9f746
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09102673B2

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