Hydrochloric Acid → 4-Ethyl-5-trifluoroacetamidobenzoxazole

HRID 1872784ノート

反応式

HRID 1872784 の反応式
[NH2:1][C:2]1[C:7]([CH2:8][CH3:9])=[C:6]([NH:10][C:11](=[O:16])[C:12]([F:15])([F:14])[F:13])[CH:5]=[CH:4][C:3]=1[OH:17].Cl.[CH:19](OCC)(OCC)OCC>CO>[CH2:8]([C:7]1[C:2]2[N:1]=[CH:19][O:17][C:3]=2[CH:4]=[CH:5][C:6]=1[NH:10][C:11](=[O:16])[C:12]([F:13])([F:14])[F:15])[CH3:9]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 31214Ethyl orthoformateHCID 154801402-Amino-3-ethyl-4-trifluoroacetamidophenol

生成物 1

HCID 154801414-Ethyl-5-trifluoroacetamidobenzoxazole

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
90 °C

実験手順

A mixture of 2-amino-3-ethyl-4-trifluoroacetamidophenol (18.15 mmol) and concentrated hydrochloric acid (45 mL) in methanol (5.2 mL) is treated with triethyl orthoformate (27.2 mmol). A simple distillation apparatus is attached and the mixture is heated with an oil bath to 90° C. and methanol is distilled from the reaction. The reaction mixture is cooled to room temperature and distributed between ethyl ether (200 mL) and water (20 mL). The ether layer is washed with a 0.1 M aqueous solution of sodium hydroxide (20 mL), dried over magnesium sulfate and concentrated under reduced pressure to yield 4-ethyl-5-trifluoroacetamidobenzoxazole.

後処理

  1. distillationA simple distillation apparatus
  2. distillationmethanol is distilled from the reaction
  3. temperatureThe reaction mixture is cooled to room temperature
  4. washThe ether layer is washed with a 0.1 M aqueous solution of sodium hydroxide (20 mL)
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-486a62630e1d4fa9b831701849f7f973
出典データセット
uspto-grants-2000_08
特許番号
US06110952

反応ノート

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