تفاعل #4337

ord-4db7c84e1eb24c088f78a0ceb966e2c1

معادلة التفاعل

CSCCO
2-hydroxyethylmethyl sulfide
[H-].[Na+]
NaH
O=[N+]([O-])c1ccccc1F
1-fluoro-2-nitrobenzene
CSCCOc1ccccc1[N+](=O)[O-]
2-(2-methylthioethoxy)-nitrobenzene

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
40°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.STIRRINGAfter the suspension has been stirred for 10 hours at 20° C.
  2. 2
    workup.DISTILLATIONthe tetrahydrofuran is distilled off in vacuo
  3. 3
    workup.ADDITIONWater is added to the residue, and extraction
  4. 4
    أخرىThere is thus obtained an oil which
  5. 5
    أخرىcan be used without further purification for the following hydrogenation stage

الإجراء التجريبي

16.3 g of 2-hydroxyethylmethyl sulfide are added dropwise at 20°-25° C. to 8.5 g of a 55% NaH suspension in 150 ml of absolute tetrahydrofuran. The mixture is stirred for 1 hour at 20° C. and for 20 minutes at 40° C., and 25 g of 1-fluoro-2-nitrobenzene are subsequently added at 20° C. After the suspension has been stirred for 10 hours at 20° C., the tetrahydrofuran is distilled off in vacuo. Water is added to the residue, and extraction is repeatedly performed with ether. There is thus obtained an oil which can be used without further purification for the following hydrogenation stage.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04725302uspto-grants-1988_02