Hydrochloric Acid → N-methoxy-N-methyl-2-(thiophen-3-yl)acetamide

HRID 401134ノート

反応式

HRID 401134 の反応式
[S:1]1[CH:5]=[CH:4][C:3]([CH2:6][C:7]([OH:9])=O)=[CH:2]1.[CH3:10][O:11][NH:12][CH3:13].CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1.Cl>C(Cl)Cl.C([O-])(O)=O.[Na+].[Cl-].[Na+].O>[CH3:10][O:11][N:12]([CH3:13])[C:7](=[O:9])[CH2:6][C:3]1[CH:4]=[CH:5][S:1][CH:2]=1

参加物

9

反応物 5

HCID 313Hydrochloric AcidHCID 14232N,O-DimethylhydroxylamineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 234043-Thiophenacetic acidHCID 757711-Hydroxybenzotriazole

生成物 1

HCID 11423995N-methoxy-N-methyl-2-(thiophen-3-yl)acetamide収率 76.6%

試薬・触媒・溶媒 3

HCID 6344Dichloromethane溶媒2 回HCID 516892Sodium Bicarbonate溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

A mixture of 2-(thiophen-3-yl)acetic acid (2.0 g, 14.1 mmol), O,N-dimethyl-hydroxylamine (1.68 g, 16.9 mmol), EDCI (2.95 g, 15.5 mmol), HOBT (2.15 g, 15.5 mmol), and TEA (3.7 mL, 31 mmol) in anhydrous DCM (50 mL) was stirred at room temperature under nitrogen for two hours. The reaction mixture was diluted with CH2Cl2, and the organic layer was washed with aqueous HCl solution (0.5 mol/L1, 30 mL×2), saturated NaHCO3 (30 mL×2) and brine (30 mL), dried over Na2SO4, filtered, and concentrated to give the crude N-methoxy-N-methyl-2-(thiophen-3-yl)acetamide (2.0 g, yield 76.6%).

後処理

  1. dry with materialdried over Na2SO4
  2. filtrationfiltered
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-bc976ee6f9594c499e53b84a9e59c8ee
出典データセット
uspto-grants-2014_06
特許番号
US08741915B2

反応ノート

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