Ethyl Acetate → 2,2'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthalene

HRID 1591356

反応式

HRID 1591356 の反応式
[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]

参加物

6

反応物 3

HCID 8857Ethyl AcetateHCID 6199092,2'-Dibromo-1,1'-binaphthylHCID 178418361HCID 178418361、化合物2 回

生成物 1

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

試薬・触媒・溶媒 2

HCID 23950Ruthenium触媒HCID 702Ethanol溶媒

反応条件

温度
30 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ebc3091b10114e6f9c5195ebe29ae605
出典データセット
uspto-grants-1993_04
特許番号
US05206399

関連ノート

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