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Dimethylformamide → Ethyl trimethylsilyldifluoroacetate

HRID 2405146
ノート
印刷プレビュー

反応式

HRID 2405146 の反応式
[Mg].Cl[Si:3]([CH3:6])([CH3:5])[CH3:4].CN(C=O)C.Cl[C:13]([F:20])([F:19])[C:14]([O:16][CH2:17][CH3:18])=[O:15]>O>[CH2:17]([O:16][C:14](=[O:15])[C:13]([F:20])([F:19])[Si:3]([CH3:6])([CH3:5])[CH3:4])[CH3:18]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 6397ChlorotrimethylsilaneHCID 67843Acetic acid, 2-chloro-2,2-difluoro-, ethyl ester2 回HCID 5462224Magnesium

生成物 1

HCID 2758940Ethyl trimethylsilyldifluoroacetate

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

According to the above-described scheme, magnesium (243 mg, 10.0 mmol), chlorotrimethylsilane (Me3SiCl; 2.17 g, 20.0 mmol) and DMF (15 mL) were put into a two-neck reaction tube under nitrogen atmosphere. Ethyl chlorodifluoroacetate (Compound 3; 793 mg, 624 μL, 5.0 mmol) was added thereto with the reaction container being cooled in water bath, and then the mixture was stirred at room temperature for 1.5 hours. The reaction mixture was extracted with diethyl ether and washed with water, and an organic layer was dried with anhydrous sodium sulfate. Diethyl ether was distilled away under reduced pressure, and by carrying out the production by silica gel column chromatography, difluorotrimethylsilanylacetic acid ethyl ester (Compound 3a) was obtained with a yield of 43%.

後処理

  1. customwere put into a two-neck reaction tube under nitrogen atmosphere
  2. extractionThe reaction mixture was extracted with diethyl ether
  3. washwashed with water
  4. dry with materialan organic layer was dried with anhydrous sodium sulfate
  5. distillationDiethyl ether was distilled away under reduced pressure

出典と根拠

ORDレコード
ord-d06abf04b9144a0097d667297e56d493
出典データセット
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08802886B2

反応ノート

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