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Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → Ethyl 3-(2-fluoro-5-methoxyphenyl)acrylate

HRID 709699
ノート
印刷プレビュー

反応式

HRID 709699 の反応式
[F:1][C:2]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:3]=1[CH:4]=O.C1(P(=[CH:31][C:32]([O:34][CH2:35][CH3:36])=[O:33])(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:3]=1[CH:4]=[CH:31][C:32]([O:34][CH2:35][CH3:36])=[O:33]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 27348722-Fluoro-5-methoxybenzaldehyde

生成物 1

HCID 77260531Ethyl 3-(2-fluoro-5-methoxyphenyl)acrylate収率 38.5%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
70 °C

実験手順

To a solution of 2-fluoro-5-methoxybenzaldehyde (1.54 g) in toluene (50 mL) was added ethyl (triphenylphosphoranylidene)acetate (3.83 g), and the mixture was stirred at 70° C. for 15 hr. The reaction mixture was concentrated, and diethyl ether was added. The insoluble material was filtered off, and the filtrate was concentrated. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (862 mg) as a colorless oil.

後処理

  1. concentrationThe reaction mixture was concentrated
  2. additiondiethyl ether was added
  3. filtrationThe insoluble material was filtered off
  4. concentrationthe filtrate was concentrated
  5. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-f6dfcdb008d34d4496d69fd0a6db49d4
出典データセット
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09181186B2

反応ノート

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