Sodium Iodide → HCID 178453978、化合物

HRID 1445355ノート

反応式

HRID 1445355 の反応式
[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]

参加物

7

反応物 4

HCID 5238Sodium IodideHCID 80591,4-DichlorobutaneHCID 11430Potassium CarbonateHCID 178419079HCID 178419079、化合物

生成物 1

HCID 178453978HCID 178453978、化合物収率 72.3%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 19096565Water ethanol溶媒

反応条件

温度
90 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-cb55aa6205704461853deecb74282ca2
出典データセット
uspto-grants-2010_02
特許番号
US07666869B2

反応ノート

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