Trifluoroacetic acid → HCID 178501207、化合物

HRID 1019896ノート

反応式

HRID 1019896 の反応式
FC(F)(F)C(O)=O.[CH3:8][O:9][C:10]([C@H:12]1[CH2:17][CH2:16][C@H:15]([NH:18]C(OC(C)(C)C)=O)[CH2:14][CH2:13]1)=[O:11]>ClCCl>[CH3:8][O:9][C:10]([C@H:12]1[CH2:17][CH2:16][C@H:15]([NH2:18])[CH2:14][CH2:13]1)=[O:11]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 178501239HCID 178501239、化合物

生成物 1

HCID 178501207HCID 178501207、化合物収率 83.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Trifluoroacetic acid (13.47 mL, 19.94 mmol, 15.0 eq) is added at 0° C. to a stirred solution of trans-4-tert-butoxycarbonylamino-cyclohexanecarboxylic acid methyl ester (3.53 g, 11.66 mmol, 1.0 eq) in dichloromethane (100 mL). After 15 hours stirring at room temperature, the reaction mixture is extracted with dichloromethane (3×50 mL) and water (50 mL) and the pH is adjusted to 12 by the addition of a 1N sodium hydroxide aqueous solution. The combined organic layers are dried over sodium sulfate, filtered and concentrated to afford trans-4-amino-cyclohexanecarboxylic acid methyl ester as a yellow oil (1.53 g, 79% yield).

後処理

  1. extractionthe reaction mixture is extracted with dichloromethane (3×50 mL) and water (50 mL)
  2. additionthe pH is adjusted to 12 by the addition of a 1N sodium hydroxide aqueous solution
  3. dry with materialThe combined organic layers are dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-ba97747579b04e5bbb89171ba77c6bbb
出典データセット
uspto-grants-2014_05
特許番号
US08716280B2

反応ノート

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