تفاعل #59107
ord-7d9c37c55faf40e195d89965ec8334dc
معادلة التفاعل
المتفاعلات
الكواشف
ظروف التفاعل
المعالجة
- 1تركيزThe reaction concentrated
- 2workup.DISSOLUTIONthe resulting residue dissolved in EtOAc
- 3غسيلThe organic phase was washed with saturated aqueous NaHCO3 (3×)
- 4استخلاصthe combined aqueous portions were extracted with EtOAc
- 5تركيزThe combined organic portions were concentrated
- 6أخرىto give an orange residue as 2
- 7أخرىthe resulting reaction
- 8درجة الحرارةmaintained at rt for 14 h
- 9أخرىthe remaining solution was partitioned between EtOAc and water
- 10أخرىThe layers were separated
- 11استخلاصthe aqueous phase extracted with EtOAc (3×)
- 12تركيزThe combined organic layers were concentrated
- 13أخرىto give an orange solid as 3 which
- 14أخرىwas carried forward without further purification
الإجراء التجريبي
Ethyl chloroformate (2 eq.) was added to a stirring solution of aniline 1 (1 eq.) and iPr2NEt (2 eq.) in dry THF (14 mL) at 0° C. The reaction was allowed to warm to rt over 2 h. The reaction concentrated and the resulting residue dissolved in EtOAc. The organic phase was washed with saturated aqueous NaHCO3 (3×) and the combined aqueous portions were extracted with EtOAc. The combined organic portions were concentrated to give an orange residue as 2. The residue was dissolved in DMF (20 mL), hydrazine monohydrate (1 eq.) added and the resulting reaction maintained at rt for 14 h. The reaction volume was reduced and the remaining solution was partitioned between EtOAc and water. The layers were separated and the aqueous phase extracted with EtOAc (3×). The combined organic layers were concentrated to give an orange solid as 3 which was carried forward without further purification: LCMS m/z 333.3 (MH+), tR=2.29 min.