تفاعل #2271669

ord-b2344eeea4174358852685bb756b2ca3

معادلة التفاعل

Cl.c1ccc2c(C3CCNCC3)noc2c1
3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride
O=C([O-])[O-].[K+].[K+]
K2CO3
COc1cc(C(C)=O)ccc1OCCCCBr
1-[4-(4-bromobutoxy)-3-methoxyphenyl]ethanone
CN(C)C=O
dimethyl formamide
COc1cc(C(C)=O)ccc1OCCCCN1CCC(c2noc3ccccc23)CC1
beige solid
المردود 94.7%
COc1cc(C(C)=O)ccc1OCCCCN1CCC(c2noc3ccccc23)CC1
1-[4-[4-[4-(1,2-Benzisoxazol-3-yl)-1-piperidinyl]butoxy]-3-methoxyphenyl]ethanone
المردود 94.7%

المذيبات

ظروف التفاعل

درجة الحرارة
75°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصwas extracted with ethyl acetate
  2. 2
    غسيلThe ethyl acetate was washed (water)
  3. 3
    تجفيفdried (MgSO4)
  4. 4
    تركيزthe solvent concentrated

الإجراء التجريبي

A mixture of 3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride (4.3 g, 18 mmol). K2CO3 (5.5 g, 40 mmol), and 1-[4-(4-bromobutoxy)-3-methoxyphenyl]ethanone (5.5 g, 18 mmol), and dimethyl formamide (60 ml) was stirred and heated at 75° C. for 16 hours. The reaction was poured into water and was extracted with ethyl acetate. The ethyl acetate was washed (water), dried (MgSO4), and the solvent concentrated to afford 7.2 g of a beige solid. Recrystallization (twice) from ethyl alcohol yielded 3.3 g (43%) or 1-[4-[4-[4-(1,2-benzisoxazol-3-yl) )-1-piperidinyl]butoxy]-3-methoxyphenyl]ethanone, m.p.=99°-101° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: USRE037729E1uspto-grants-2002_06