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HRID10166

反应详情

EQUATION

反应方程式

HRID 10166 的结构方程式

REACTANTS

反应物

3
结构：CC(=O)[O-].[Na+]
HCID517045

Sodium Acetate

C2H3NaO2

结构：CN(C)CCON.Cl.Cl
HCID10176354

未命名化合物

结构：CC(=O)CN1CCN(C(=O)c2cc(C(F)(F)F)cc(C(F)(F)F)c2)[C@H](Cc2c[nH]c3ccccc23)C1
HCID86594235

未命名化合物

PRODUCTS

生成物

1
结构：CC(CN1CCN(C(=O)c2cc(C(F)(F)F)cc(C(F)(F)F)c2)[C@H](Cc2c[nH]c3ccccc23)C1)=NOCCN(C)C
HCID86594234

未命名化合物

收率 104%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CO
溶剂HCID887

Methanol

CH4O

PROCEDURE

实验过程

A mixture of (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(1H-indol-3-ylmethyl)-4-(2-propanon-1-yl)piperazine (255 mg), O-[2-(dimethylamino)ethyl]hydroxylamine dihydrochloride (89 mg), sodium acetate (catalytically), and methanol (10 mL) was heated under reflux for 2 h. The solvent was removed in vacuo, and the residue was treated with dichloromethane and NAOH (aq, 2N). The layers were separated, the organic layer was dried and concentrated in vacuo. The residue was purified by flash chromatography (SiO2, CH2Cl2/MeOH/NH4OH 92/7.5/0.5) to afford 1-{(2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(1H-indol-3-ylmethyl)-piperazin-4-yl}-2-propanone O-[2-(dimethylamino)-ethyl]oxime 0.31 g (>95%) as an E/Z mixture. Rf 0.26 (CH2Cl2/MeOH/NH4OH 92/7.5/0.5).

WORKUP

后处理

  1. temperaturewas heated
  2. temperatureunder reflux for 2 h
  3. customThe solvent was removed in vacuo
  4. additionthe residue was treated with dichloromethane and NAOH (aq, 2N)
  5. customThe layers were separated
  6. customthe organic layer was dried
  7. concentrationconcentrated in vacuo
  8. customThe residue was purified by flash chromatography (SiO2, CH2Cl2/MeOH/NH4OH 92/7.5/0.5)