Ethanol, 1-ethoxy-2,2,2-trifluoro- → 4-methyl-N-(2,2,2-trifluoro-1-hydroxyethyl)benzamide

HRID 479470

反応式

HRID 479470 の反応式
C(O[CH:4]([OH:9])[C:5]([F:8])([F:7])[F:6])C.[C:10]1([CH3:19])[CH:15]=[CH:14][C:13]([C:16]([NH2:18])=[O:17])=[CH:12][CH:11]=1.O1CCOCC1>C(OCC)(=O)C>[CH3:19][C:10]1[CH:15]=[CH:14][C:13]([C:16]([NH:18][CH:4]([OH:9])[C:5]([F:6])([F:7])[F:8])=[O:17])=[CH:12][CH:11]=1

参加物

5

反応物 3

HCID 9897Ethanol, 1-ethoxy-2,2,2-trifluoro-HCID 312751,4-DioxaneHCID 692744-Methylbenzamide

生成物 1

HCID 121503224-methyl-N-(2,2,2-trifluoro-1-hydroxyethyl)benzamide収率 81.7%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

A 500 mL round-bottom flask was charged with trifluoroacetaldehyde ethyl hemiacetal (12.3 g, 85.0 mmol), p-toluamide (10.0 g, 74.0 mmol), and dioxane (150 mL). The thick white slurry was stirred at ambient temperature for 3 hours, then heated at reflux for 44 hours. The homogeneous solution was cooled and concentrated in vacuo to provide a white solid. The crude material was dissolved in ethyl acetate (50 mL), adsorbed onto silica gel (50 g), and eluted through a medium porosity fritted filter funnel (elution with 25% ethyl acetate/hexanes, then ethyl acetate) to provide 14.1 g of the desired product as a white solid.

後処理

  1. temperatureheated
  2. temperatureat reflux for 44 hours
  3. temperatureThe homogeneous solution was cooled
  4. concentrationconcentrated in vacuo
  5. customto provide a white solid
  6. washeluted through a medium porosity fritted filter funnel (
  7. washelution with 25% ethyl acetate/hexanes

出典と根拠

ORDレコード
ord-d2395a3e987145f38c719ebe4aad7be5
出典データセット
uspto-grants-2003_11
特許番号
US06645968B2

関連ノート

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