Triethylamine → 1-(2,2,2-Trifluoroacetamido)cyclopropane-1-carboxylic acid

HRID 2055573ノート

反応式

HRID 2055573 の反応式
[Cl-].[C:2]([C:5]1([NH3+:8])[CH2:7][CH2:6]1)([OH:4])=[O:3].C(N(CC)CC)C.[F:16][C:17]([F:24])([F:23])[C:18](OCC)=[O:19]>CO>[F:16][C:17]([F:24])([F:23])[C:18]([NH:8][C:5]1([C:2]([OH:4])=[O:3])[CH2:7][CH2:6]1)=[O:19]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 9794Ethyl trifluoroacetateHCID 110189321-Aminocyclopropane-1-carboxylic acid hydrochloride

生成物 1

HCID 129888001-(2,2,2-Trifluoroacetamido)cyclopropane-1-carboxylic acid

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
25 °C

実験手順

1-Carboxycyclopropanaminium chloride (0.980 g, 7.124 mmol) was suspended in methanol (14 mL) and triethylamine (1.514 g, 14.960 mmol) was subsequently added. To this suspension was then added ethyl trifluoroacetate (1.113 g, 7.836 mmol) and allowed to stir at 25° C. After 16 hours, the reaction was quenched with 1N hydrochloric acid and extracted with ethyl acetate. The organic extract was dried with sodium sulfate, filtered and concentrated under reduced pressure to produce the title compound as a white solid. 1H NMR (400 MHz, (CD3)2SO) δ 12.76 (s, 1H), 9.94 (s, 1H), 1.38-1.44 (m, 2H), 1.08-1.14 (m, 2H).

後処理

  1. customthe reaction was quenched with 1N hydrochloric acid
  2. extractionextracted with ethyl acetate
  3. extractionThe organic extract
  4. dry with materialwas dried with sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-1c01a7c6217546f29e3b605de2f91097
出典データセット
uspto-grants-2008_02
特許番号
US07332499B2

反応ノート

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