Piperidine → 1-(4-Iodobenzoyl)piperidine

HRID 1726881노트

반응식

HRID 1726881 반응식
[I:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][CH:3]=1.C(N(C(C)C)CC)(C)C.CN(C(ON1N=[N:35][C:30]2C=[CH:32][CH:33]=[CH:34][C:29]1=2)=[N+](C)C)C.[B-](F)(F)(F)F.N1CCCCC1>C(Cl)Cl>[I:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([N:35]2[CH2:32][CH2:33][CH2:34][CH2:29][CH2:30]2)=[O:8])=[CH:9][CH:10]=1

참가 물질

6

반응물 4

HCID 8082PiperidineHCID 120854-Iodobenzoic acidHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate

생성물 1

HCID 51492041-(4-Iodobenzoyl)piperidine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a suspension of 4.0 g of 4-iodobenzoic acid (16.13 mmol) in 40 ml of CH2Cl2 there are added 3.65 ml of diisopropylethylamine (20.97 mmol) and then, after 10 minutes, 5.18 g of TBTU (16.13 mmol). After stirring for 10 minutes more, 1.60 ml of piperidine (16.13 mmol) are added and the reaction mixture is stirred overnight at ambient temperature. The reaction mixture is washed 3 times with water and then once with saturated NaCl. After drying (MgSO4) and evaporation under reduced pressure, the residue is chromatographed on silica (CH2Cl2/acetone 9/1) to yield the title product.

후처리

  1. stirringthe reaction mixture is stirred overnight at ambient temperature
  2. washThe reaction mixture is washed 3 times with water
  3. customAfter drying
  4. custom(MgSO4) and evaporation under reduced pressure
  5. customthe residue is chromatographed on silica (CH2Cl2/acetone 9/1)

출처 및 근거

ORD 기록
ord-d608cb7ddaa847de967183dd61927261
출처 데이터셋
uspto-grants-2009_02
특허 번호
US07494994B2

반응 노트

불러오는 중…