乙酸乙酯 → 2,2'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthalene

HRID 1591356

反应方程式

HRID 1591356 反应方程式
[Br:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]=1[C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][C:13]=1[Br:22].C(OCC)(=O)C.[H][H]>[Ru].C(O)C>[Br:1][C:2]1[CH:11]=[CH:10][C:9]2[CH2:8][CH2:7][CH2:6][CH2:5][C:4]=2[C:3]=1[C:12]1[C:21]2[CH2:20][CH2:19][CH2:18][CH2:17][C:16]=2[CH:15]=[CH:14][C:13]=1[Br:22]

参与物

6

反应物 3

HCID 8857乙酸乙酯HCID 619909联萘二溴HCID 178418361HCID 178418361，化合物2 次

产物 1

HCID 149427772,2'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthalene收率 85.7%

试剂、催化剂与溶剂 2

HCID 23950钌催化剂HCID 702乙醇溶剂

反应条件

温度
30 °C

实验过程

Into a 500-ml stainless steel-made autoclave were introduced 35 g (0.085 mole) of 2,2'-dibromo-1,1'-binaphthyl (III), 5.25 g of 5%-ruthenium-on=carbon (manufactured by NECHEM CAT Inc.), 130 ml of ethyl acetate, and 130 ml of 95% ethanol. Hydrogenation was conducted at a hydrogen pressure of 50 kg/cm2 and a temperature of 100° C. for 20 hours, and it was then ascertained that the molar amount of hydrogen absorbed by the substrate had become four times that of the substrate. Thereafter, the reaction mixture was cooled to 30° C. and filtered to remove the catalyst. The resulting filtrate was allowed to stand at room temperature for a night, and crystals deposited were then collected by filtration. Thus, 30.6 g of the titled compound (IV) was obtained.

后处理

  1. customabsorbed by the substrate
  2. filtrationfiltered
  3. customto remove the catalyst
  4. waitto stand at room temperature for a night
  5. filtrationcrystals deposited were then collected by filtration

来源与证据

ORD记录
ord-ebc3091b10114e6f9c5195ebe29ae605
来源数据集
uspto-grants-1993_04
专利号
US05206399

关联笔记

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