تفاعل #1637

ord-c88884b2244548bda021d31a20f133fd

معادلة التفاعل

Oc1ccc(CCNC[C@H](O)COc2ccc(OCc3ccccc3)cc2)cc1
(S)-1-(4-benzyloxyphenoxy)-3-[N-2-(4-hydroxyphenyl)ethylamino]propan-2-ol
BrCc1ccccc1
benzyl bromide
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
Oc1ccc(CCN(Cc2ccccc2)C[C@H](O)COc2ccc(OCc3ccccc3)cc2)cc1
title compound
Oc1ccc(CCN(Cc2ccccc2)C[C@H](O)COc2ccc(OCc3ccccc3)cc2)cc1
(S)-N-Benzyl-1(4-benzyloxyphenoxy)-3-[N-2-(4-hydroxyphenyl)ethylamino]propan-2-ol

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحThe mixture was filtered
  2. 2
    غسيلthe residue was washed with ethyl acetate
  3. 3
    غسيلwashed with water and brine
  4. 4
    أخرىdried
  5. 5
    أخرىevaporated
  6. 6
    أخرىPurification of the residue by flash chromatography (silica gel, 50% ethyl acetate in hexane)

الإجراء التجريبي

A solution of (S)-1-(4-benzyloxyphenoxy)-3-[N-2-(4-hydroxyphenyl)ethylamino]propan-2-ol (1.9 g, 4.8 mMol) and benzyl bromide (0.57 ml, 4.8 mMol) in dimethylformamide (10 ml) containing sodium carbonate (770 mg, 7.2 mMol) was stirred at room temperature for 18 hours. The mixture was filtered and the residue was washed with ethyl acetate. The filtrates were combined, washed with water and brine, dried and evaporated. Purification of the residue by flash chromatography (silica gel, 50% ethyl acetate in hexane) gave the title compound.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05726165uspto-grants-1998_03