تفاعل #2028958

ord-cebedf7b323f49ceb71108f4b7718ac7

معادلة التفاعل

[Na+].[OH-]
sodium hydroxide
CCN(C[C@H]1CCCN1C(=O)OC(C)(C)C)c1cccc(Oc2ccccc2)c1
(R)-2-{[ethyl-(3-phenoxy-phenyl)-amino]-methyl}-pyrrolidine-1-carboxylic acid tert-butyl ester
O=C(O)C(F)(F)F
trifluoroacetic acid
CCN(C[C@H]1CCCN1)c1cccc(Oc2ccccc2)c1
Ethyl-(3-phenoxy-phenyl)-(R)-1-pyrrolidin-2-ylmethyl-amine

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصthe mixture was extracted with ethyl acetate (2 times 30 ml)
  2. 2
    تجفيفThe combined organic layers were dried with magnesium sulphate
  3. 3
    ترشيحfiltered
  4. 4
    تركيزconcentrated in vacuo
  5. 5
    أخرىThe residue was purified by flash chromatography (column: Isolute® Flash-NH2 from Separtis; eluent: ethyl acetate)
  6. 6
    أخرىto yield a colourless oil, (0.043 g, 36%)

الإجراء التجريبي

To a solution of (R)-2-{[ethyl-(3-phenoxy-phenyl)-amino]-methyl}-pyrrolidine-1-carboxylic acid tert-butyl ester (0.162 g, 0.41 mmol) in dichloromethane (3 ml) was added trifluoroacetic acid (1 ml) and the mixture was stirred for 3 h at room temperature. Aqueous sodium hydroxide solution (4N) was added until basic pH and the mixture was extracted with ethyl acetate (2 times 30 ml). The combined organic layers were dried with magnesium sulphate, filtered and concentrated in vacuo. The residue was purified by flash chromatography (column: Isolute® Flash-NH2 from Separtis; eluent: ethyl acetate) to yield a colourless oil, (0.043 g, 36%); MS (ISP): 297.5 ((M+H)+.).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08389507B2uspto-grants-2013_03