Hydrochloric Acid → 3-Morpholino-5-(trifluoromethyl)aniline

HRID 2099450ノート

反応式

HRID 2099450 の反応式
[N:1]1([C:7]2[CH:8]=[C:9]([NH:17]C(=O)OC(C)(C)C)[CH:10]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:12]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Cl>C(O)(C)C>[N:1]1([C:7]2[CH:12]=[C:11]([C:13]([F:15])([F:14])[F:16])[CH:10]=[C:9]([NH2:17])[CH:8]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 86606802(3-Morpholin-4-yl-5-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester

生成物 1

HCID 185432013-Morpholino-5-(trifluoromethyl)aniline

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
60 °C

実験手順

[3-(4-morpholinyl)-5-(trifluoromethyl)phenyl]-carbamic acid, 1,1-dimethylethyl ester (Example 90b; 1.7 g, 5 mmol) is treated with a solution of hydrogen chloride in isopropanol (30 mL of 4 M) and heated at 60° C. for 5 h. The solvent is evaporated off under reduced pressure and the residue is treated with aqueous sodium hydrogen carbonate solution (80 mL) and extracted with ethyl acetate (3×80 mL). The combined extracts are washed with brine (2×50 mL), dried (MgSO4) and the solvent is evaporated off under reduced pressure to give the crude product which is purified by recrystallisation from ether—hexane to afford the title compound as yellow crystalline solid, m.p. 96-97° C.

後処理

  1. customThe solvent is evaporated off under reduced pressure
  2. additionthe residue is treated with aqueous sodium hydrogen carbonate solution (80 mL)
  3. extractionextracted with ethyl acetate (3×80 mL)
  4. washThe combined extracts are washed with brine (2×50 mL)
  5. dry with materialdried (MgSO4)
  6. customthe solvent is evaporated off under reduced pressure
  7. customto give the crude product which
  8. customis purified by recrystallisation from ether—hexane

出典と根拠

ORDレコード
ord-16916ad9232c4c12ad858e0467fe1418
出典データセット
uspto-grants-2009_08
特許番号
US07569566B2

反応ノート

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