Piperidine → 1-(4-Iodobenzoyl)piperidine

HRID 1726881ノート

反応式

HRID 1726881 の反応式
[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

参加物

6

反応物 4

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

生成物 1

HCID 51492041-(4-Iodobenzoyl)piperidine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-d608cb7ddaa847de967183dd61927261
出典データセット
uspto-grants-2009_02
特許番号
US07494994B2

反応ノート

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