Methyl Acrylate → Methyl-2-methoxy-4-[(trimethylsilyl)oxy]cyclohex-3-ene-1-carboxylate

HRID 712047

반응식

HRID 712047 반응식
[C:1]([O:5][CH3:6])(=[O:4])[CH:2]=[CH2:3].[CH3:7][O:8][CH:9]=[CH:10][C:11]([O:13][Si:14]([CH3:17])([CH3:16])[CH3:15])=[CH2:12]>C1(C)C=CC=CC=1>[CH3:6][O:5][C:1]([CH:2]1[CH2:3][CH2:12][C:11]([O:13][Si:14]([CH3:17])([CH3:16])[CH3:15])=[CH:10][CH:9]1[O:8][CH3:7])=[O:4]

참가 물질

4

반응물 2

HCID 7294Methyl AcrylateHCID 1010511-Methoxy-3-trimethylsilyloxy-1,3-butadiene

생성물 1

HCID 15496370Methyl-2-methoxy-4-[(trimethylsilyl)oxy]cyclohex-3-ene-1-carboxylate

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
80 °C

실험 절차

A mixture of methyl acrylate (5.23 mL, 58.0 mmol) and 1-methoxy-3-(trimethylsiloxy)-1,3-butadiene (from Aldrich, 10.0 g, 58.0 mmol) in toluene (100 mL) was heated at 80° C. for 2 d. The reaction solution was concentrated and purified on silica gel column to give the desired product as a mixture of trans- and cis-isomers (8.3 g, 55%). 1H NMR (500 MHz, CDCl3) δ 5.16 (1H, m), 4.97 (1H, m), 4.22 (1H, m), 4.08 (1H, m), 3.68 (3H, s), 3.67 (3H, s), 3.32 (3H, s), 3.24 (3H, s), 2.59 (1H, m), 2.51 (1H, m), 1.80-2.14 (8H, m), 0.18 (18H, s) ppm.

후처리

  1. concentrationThe reaction solution was concentrated
  2. custompurified on silica gel column

출처 및 근거

ORD 기록
ord-0b335b29582d49b5abad380ade4b8dff
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181271B2

연결된 노트

불러오는 중…