تفاعل #2358515

ord-8260de044b534d959a9cee3933eca8a6

معادلة التفاعل

CS(=O)(=O)c1cc(F)cc(OCCBr)c1
1-(2-bromoethoxy)-3-fluoro-5-methylsulfonyl-benzene
C1CCNCC1
piperidine
CS(=O)(=O)c1cc(F)cc(OCCN2CCCCC2)c1
title compound
المردود 94.8%
CS(=O)(=O)c1cc(F)cc(OCCN2CCCCC2)c1
1-[2-(3-fluoro-5-methylsulfonyl-phenoxy)ethyl]piperidine
المردود 94.8%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىPreparation
  2. 2
    أخرىPurification by flash column chromatography (ethyl acetate/methanol, 100:0 to 85:15)

الإجراء التجريبي

Preparation according to Example 1 but performed in one portion: 1-(2-bromoethoxy)-3-fluoro-5-methylsulfonyl-benzene (0.5 g, 1.68 mmol) and piperidine (1.33 ml, 13.46 mmol) in ethanol (5 ml). Purification by flash column chromatography (ethyl acetate/methanol, 100:0 to 85:15) gave the title compound (480 mg, 94.7%). The amine was converted to the hydrochloric acid salt and re-crystallized from methanol/diethyl ether: M.p. 194.6° C. MS m/z (relative intensity, 70 eV) 301(M+, 1), 99 (8), 98 (bp), 96 (4), 55 (5).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09120728B2uspto-grants-2015_09