Trifluoromethanesulfonic acid → N-trifluoroacetyl-2-iodo-4-chlorophenethylamine

HRID 221283

반응식

HRID 221283 반응식
[F:1][C:2]([F:16])([F:15])[C:3]([NH:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1)=[O:4].[B-](F)(F)(F)F.C1C=CN=CC=1.C1C=CN=CC=1.[IH2+:34].C(S(O)(=O)=O)(F)(F)F>ClCCl>[F:16][C:2]([F:1])([F:15])[C:3]([NH:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][C:9]=1[I:34])=[O:4]

참가 물질

5

반응물 3

HCID 62406Trifluoromethanesulfonic acidHCID 10883201Bis(pyridine)iodonium tetrafluoroborateHCID 22292794n-Trifluoroacetyl-4-chlorophenethylamine

생성물 1

HCID 22292821N-trifluoroacetyl-2-iodo-4-chlorophenethylamine수율 38.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of N-trifluoroacetyl-4-chlorophenethylamine (1.6 g, 6.4 mmol) in dichloromethane (20 mL) was treated with bis(pyridine)iodonium(I)tetrafluoroborate (2.6 g, 7.0 mmol), CF3SO3H (2.1 g, 14.1 mmol) and stirred overnight at 20 C. The product mixture was concentrated, dissolved in EtOAc (100 mL), washed twice with 5% aqueous sodium bisulfite (50 mL), twice with saturated aqueous NaHCO3, (50 mL) once to with brine (50 mL), dried with Na2SO4 and concentrated to give 0.94 g of a clear oil. MS calculated for C10H8ClF3INO+H: 378, observed: 378.

후처리

  1. concentrationThe product mixture was concentrated
  2. dissolutiondissolved in EtOAc (100 mL)
  3. washwashed twice with 5% aqueous sodium bisulfite (50 mL), twice with saturated aqueous NaHCO3, (50 mL) once to with brine (50 mL)
  4. dry with materialdried with Na2SO4
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-fc81e168c0f642fda9f682723ed4c260
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08207158B2

연결된 노트

불러오는 중…