Ethanol → 2-Ethoxy-4-fluoronitrobenzene

HRID 1282083

反応式

HRID 1282083 の反応式
[CH2:1]([OH:3])[CH3:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[F:23][C:24]1[CH:25]=[CH:26][C:27]([N+:31]([O-:33])=[O:32])=[C:28](O)[CH:29]=1.N(C(OCC)=O)=NC(OCC)=O>O1CCCC1.C(OCC)(=O)C>[CH2:1]([O:3][C:26]1[CH:25]=[C:24]([F:23])[CH:29]=[CH:28][C:27]=1[N+:31]([O-:33])=[O:32])[CH3:2]

参加物

7

反応物 4

HCID 702EthanolHCID 99375-Fluoro-2-nitrophenolHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamate

生成物 1

HCID 129181532-Ethoxy-4-fluoronitrobenzene

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of ethanol (4.2 ml) in tetrahydrofuran (65 ml) was added a solution of triphenylphosphine (13 g) and 5-fluoro-2-nitrophenol (10 g) in tetrahydrofuran (65 ml). To this solution was added diethyl azodicarboxylate (10 ml) under ice-cooling and the mixture was stirred at room temperature for 4 hr. The reaction mixture was concentrated under reduced pressure and diisopropyl ether was added. The precipitated crystals were collected by filtration and concentrated under reduced pressure. The concentrate was subjected to silica gel column chromatography (developing solvent; hexane:ethyl acetate=4:1) to give a yellow oil. To this oil was added ethyl acetate, washed with an aqueous sodium hydroxide solution, dried over magnesium sulfate and concentrated under reduced pressure to give the title compound (9.6 g) as a yellow oil.

後処理

  1. temperaturecooling
  2. concentrationThe reaction mixture was concentrated under reduced pressure and diisopropyl ether
  3. additionwas added
  4. filtrationThe precipitated crystals were collected by filtration
  5. concentrationconcentrated under reduced pressure
  6. customto give a yellow oil
  7. washwashed with an aqueous sodium hydroxide solution
  8. dry with materialdried over magnesium sulfate
  9. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-b9101ff535b44bc8a08ac03a994a6ea4
出典データセット
uspto-grants-2002_09
特許番号
US06455528B1

関連ノート

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