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

HRID 712047

反応式

[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]

参加物

反応条件

温度: 80 °C

実験手順

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.

後処理

concentrationThe reaction solution was concentrated
custompurified on silica gel column

出典と根拠

ORDレコード: ord-0b335b29582d49b5abad380ade4b8dff
出典データセット: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US09181271B2

反応式

参加物

反応物 2

生成物 1

試薬・触媒・溶媒 1

反応条件

実験手順

後処理

出典と根拠

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