Sodium Iodide → HCID 178453978, 화합물

HRID 722023노트

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HRID 722023 반응식
[C:1]([O:5][C:6]([NH:8][C@H:9]1[CH2:14][CH2:13][C@H:12]([NH2:15])[CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl[CH2:17][CH2:18][CH2:19][CH2:20]Cl.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>O.C(O)C.O>[C:1]([O:5][C:6]([NH:8][C@H:9]1[CH2:10][CH2:11][C@H:12]([N:15]2[CH2:20][CH2:19][CH2:18][CH2:17]2)[CH2:13][CH2:14]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

참가 물질

7

반응물 4

HCID 5238Sodium IodideHCID 80591,4-DichlorobutaneHCID 11430Potassium CarbonateHCID 178419079HCID 178419079, 화합물

생성물 1

HCID 178453978HCID 178453978, 화합물수율 72.3%

시약·촉매·용매 2

HCID 962Water용매HCID 19096565Water ethanol용매

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온도
90 °C

실험 절차

A mixture comprising 500 mg of N-tert-butoxycarbonyl-trans-1,4-cyclohexanediamine, 326 mg of 1,4-dichlorobutane, 805 mg of potassium carbonate, 70 mg of sodium iodide and ethanol-water (8 ml–2 ml) was stirred at 90° C. for 12 days. Water was added to the reaction mixture, and the resulting mixture was extracted with chloroform. The extract was washed with brine, dried over anhydrous sodium sulfate, and then, the solvent was removed under reduced pressure. The obtained residue was purified by silica gel flash column chromatography (solvent: chloroform-methanol-aqueous ammonia=100/5/0.5 to 100/10/0.5) to obtain 453 mg of N-tert-butoxycarbonyl trans-4-(1-pyrrolidinyl)cyclohexylamine.

후처리

  1. extractionthe resulting mixture was extracted with chloroform
  2. washThe extract was washed with brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customthe solvent was removed under reduced pressure
  5. customThe obtained residue was purified by silica gel flash column chromatography (solvent: chloroform-methanol-aqueous ammonia=100/5/0.5 to 100/10/0.5)

출처 및 근거

ORD 기록
ord-6e1d55103dd3434d90fa6c589d162a82
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07138397B2

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