Water → HCID 10464546、化合物

HRID 897167ノート

反応式

HRID 897167 の反応式
C1([O:7][C:8](=[O:16])[C@@:9]2([C:12]([F:15])([F:14])[F:13])[O:11][CH2:10]2)C=CC=CC=1.O.[OH-].[Na+]>CO>[O:11]1[CH2:10][C@@:9]1([C:12]([F:15])([F:14])[F:13])[C:8]([OH:16])=[O:7]

参加物

5

反応物 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 86593755(S)-2,3-epoxy-2-trifluoromethylpropionic acid phenyl ester

生成物 1

HCID 10464546HCID 10464546、化合物収率 87%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

Into a 100 ml three-necked round-bottomed flask equipped with a dropping funnel and a stirrer, the (S)-2,3-epoxy-2-trifluoromethylpropionic acid phenyl ester (7.2 g, 31.0 mmol) obtained in Example 7, methanol (20 ml) and water (20 ml) were charged and cooled to 0° C. on an ice bath, whereupon 3N sodium hydroxide aqueous solution (30 ml, 90 mmol) was dropwise added over a period of one hour by means of the dropping funnel, and stirring was further carried out at the same temperature for one hour. After completion of the reaction, methanol was distilled off, followed by extraction with diisopropyl ether (30 ml×twice). Then, hydrochloric acid was added to adjust the pH to 3, followed by extraction with ethyl acetate (30 ml×3 times). The obtained organic layer was dried over anhydrous magnesium sulfate, followed by filtration and concentration to obtain the desired (S)-2,3-epoxy-2-trifluoromethylpropionic acid (4.17 g, 26.7 mmol, yield: 87%, optical purity: 78% ee).

後処理

  1. customInto a 100 ml three-necked round-bottomed flask equipped with a dropping funnel and a stirrer
  2. additionwas dropwise added over a period of one hour by means of the dropping funnel
  3. distillationwas distilled off
  4. extractionfollowed by extraction with diisopropyl ether (30 ml×twice)
  5. additionThen, hydrochloric acid was added
  6. extractionfollowed by extraction with ethyl acetate (30 ml×3 times)
  7. dry with materialThe obtained organic layer was dried over anhydrous magnesium sulfate
  8. filtrationfollowed by filtration and concentration

出典と根拠

ORDレコード
ord-c4055b7924f244f1b642a4723df5f7d4
出典データセット
uspto-grants-2005_07
特許番号
US06921832B2

反応ノート

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