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Methanol → (6-(3-Fluoro-phenoxy)-pyridin-3-yl)-acetohydroximoyl chloride

HRID 1691097
ノート
印刷プレビュー

反応式

HRID 1691097 の反応式
CO.[F:3][C:4]1[CH:5]=[C:6]([CH:19]=[CH:20][CH:21]=1)[O:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][N+:16]([O-])=[O:17])=[CH:10][N:9]=1.C[O-].[Li+].O1CCCC1.C(Cl)[Cl:31]>[Ti](Cl)(Cl)(Cl)Cl.O>[F:3][C:4]1[CH:5]=[C:6]([CH:19]=[CH:20][CH:21]=1)[O:7][C:8]1[N:9]=[CH:10][C:11]([CH2:14][C:15]([Cl:31])=[N:16][OH:17])=[CH:12][CH:13]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 887MethanolHCID 6344DichloromethaneHCID 8028TetrahydrofuranHCID 4177230Lithium methanolateHCID 592554082-(3-Fluoro-phenoxy)-5-(2-nitro-ethyl)-pyridine

生成物 1

HCID 72262903(6-(3-Fluoro-phenoxy)-pyridin-3-yl)-acetohydroximoyl chloride

試薬・触媒・溶媒 2

HCID 24193
Titanium Tetrachloride
触媒
HCID 962Water溶媒

実験手順

To a methanol (20 mL) solution of 2-(3-fluoro-phenoxy)-5-(2-nitro-ethyl)-pyridine (1.96 g, 7.47 mmol) described in Manufacturing Example 71-1-3 was added lithium methoxide (567 mg, 14.9 mmol), which was stirred for 35 minutes at room temperature. The reaction mixture was concentrated under a reduced pressure. Titanium (IV) tetrachloride (1.81 mL, 16.4 mmol) was added under nitrogen atmosphere to a tetrahydrofuran (20 mL) and methylene chloride (20 mL) suspension of the residue, and stirred for 1 hour 15 minutes at 0° C. Water was added to the reaction mixture at 0° C., which was then extracted with ethyl acetate. The organic layer was separated, washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure to obtain the title compound (2.1 g, quant.). This compound was used in the subsequent reaction without further purification.

後処理

  1. concentrationThe reaction mixture was concentrated under a reduced pressure
  2. stirringstirred for 1 hour 15 minutes at 0° C
  3. extractionwhich was then extracted with ethyl acetate
  4. customThe organic layer was separated
  5. washwashed with saturated aqueous sodium chloride
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. concentrationThe filtrate was concentrated under a reduced pressure

出典と根拠

ORDレコード
ord-c447744fdd8c4ec6ab9803f5e29cc477
出典データセット
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08153662B2

反応ノート

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