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Hydrochloric Acid → [Rac]-3-(4-benzyloxy-benzofuran-7-yl)-2-ethoxy-propionic acid methyl ester

HRID 479196
ノート
印刷プレビュー

反応式

HRID 479196 の反応式
[Mg].[CH2:2]([O:4][C:5](=[O:28])/[C:6](/[O:25][CH2:26][CH3:27])=[CH:7]/[C:8]1[C:16]2[O:15][CH:14]=[CH:13][C:12]=2[C:11]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:10][CH:9]=1)C.[H][H].Cl>CO.C1COCC1>[CH3:2][O:4][C:5](=[O:28])[CH:6]([O:25][CH2:26][CH3:27])[CH2:7][C:8]1[C:16]2[O:15][CH:14]=[CH:13][C:12]=2[C:11]([O:17][CH2:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)=[CH:10][CH:9]=1
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

7

反応物 4

HCID 313Hydrochloric AcidHCID 5462224Magnesium2 回HCID 686170643-(4-Benzyloxy-benzofuran-7-yl)-2Z-ethoxy-acrylic acid ethyl esterHCID 178418361HCID 178418361、化合物

生成物 1

HCID 68617324[Rac]-3-(4-benzyloxy-benzofuran-7-yl)-2-ethoxy-propionic acid methyl ester収率 99.1%

試薬・触媒・溶媒 2

HCID 887
Methanol
溶媒
HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

Magnesium turnings (0.5 g, 20.6 mmol) were added to a stirred solution of 3-(4-benzyloxy-benzofuran-7-yl)-2Z-ethoxy-acrylic acid ethyl ester (0.8 g, 2.18 mmol) in methanol (26 ml) and THF (13 ml) at ambient temperature. The suspension was warmed to 40° C. until evolution of hydrogen commenced. Then, the heating bath was replaced by a water bath, additional magnesium turnings (1 g, 41.2 mmol) were added and stirring of the reaction mixture was continued for 12 h. The suspension was cooled to 0° C., then 25% aqueous hydrochloric acid was added till all the solid had dissolved. The mixture was extracted twice with ethyl acetate and the combined ethyl acetate solutions were washed three times with water and dried over sodium sulfate. The solvent was evaporated to afford the title compound (0.77 g, 2.16 mmol, 99%) which was used in the next stage without further purification.

後処理

  1. customThen, the heating bath was replaced by a water bath
  2. dissolutionhad dissolved
  3. extractionThe mixture was extracted twice with ethyl acetate
  4. washthe combined ethyl acetate solutions were washed three times with water
  5. dry with materialdried over sodium sulfate
  6. customThe solvent was evaporated

出典と根拠

ORDレコード
ord-df8cf065d30c4d2889d665dfe071e82b
出典データセット
uspto-grants-2003_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06642389B2

反応ノート

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