2,2’-[(1-甲基亚乙基)二(4,1-亚苯基氧亚甲基)]二环氧乙烷与α-氢-ω-羟基聚(氧-1,2-亚乙基)的聚合物 → 1-Boc-4-(2-thienyl)piperazine

HRID 1670743

反应方程式

HRID 1670743 反应方程式
I[C:2]1[S:3][CH:4]=[CH:5][CH:6]=1.[C:7]([O:11][C:12]([N:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1)=[O:13])([CH3:10])([CH3:9])[CH3:8].C(O)CO.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>[Cu]I.C(OCC)(=O)C.CC(O)C>[C:7]([O:11][C:12]([N:14]1[CH2:19][CH2:18][N:17]([C:2]2[S:3][CH:4]=[CH:5][CH:6]=2)[CH2:16][CH2:15]1)=[O:13])([CH3:10])([CH3:8])[CH3:9]

参与物

8

反应物 4

HCID 1742,2’-[(1-甲基亚乙基)二(4,1-亚苯基氧亚甲基)]二环氧乙烷与α-氢-ω-羟基聚(氧-1,2-亚乙基)的聚合物HCID 189212-碘噻吩HCID 62657POTASSIUM DIPHOSPHATEHCID 143452N-BOC-哌嗪

产物 1

HCID 673439001-Boc-4-(2-thienyl)piperazine收率 77%

试剂、催化剂与溶剂 3

HCID 24350碘化亚铜催化剂HCID 3776异丙醇溶剂HCID 8857乙酸乙酯溶剂

实验过程

A mixture of 2-iodothiophene (Aldrich Co., 1.0 g), 1-(tert-butoxycarbonyl)piperazine (Aldrich Co. (hereafter the same), 1.06 g), copper(I) iodide (45 mg), ethylene glycol (530 μl), potassium phosphate (2.02 g) and 2-propanol (5 ml) was heated under reflux for 20 hr. Ethyl acetate was added, and the mixture was filtered through a Celite (trademark) filter. The filtrate was washed 3 times with 28% aqueous ammonia, and then washed with saturated brine. The solvent was evaporated under reduced pressure to give a brown solid. The solid was purified by silica gel column chromatography (elution solvent: ethyl acetate-hexane (7:3)) to give 4-(2-thienyl)piperazine-1-carboxylic acid tert-butyl ester (984 mg, yield 77%).

后处理

  1. temperatureunder reflux for 20 hr
  2. filtrationthe mixture was filtered through a Celite (trademark)
  3. filtrationfilter
  4. washThe filtrate was washed 3 times with 28% aqueous ammonia
  5. washwashed with saturated brine
  6. customThe solvent was evaporated under reduced pressure
  7. customto give a brown solid
  8. customThe solid was purified by silica gel column chromatography (elution solvent: ethyl acetate-hexane (7:3))

来源与证据

ORD记录
ord-ffc748b1030f4f6abf2f239762f169db
来源数据集
uspto-grants-2011_08
专利号
US07994196B2

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