Acetic Acid → 1,3-Cyclohexanedicarboxylic acid

HRID 352253

反応式

HRID 352253 の反応式
[C:1]([OH:12])(=[O:11])[C:2]1[CH:10]=[CH:9][CH:8]=[C:4]([C:5]([OH:7])=[O:6])[CH:3]=1.C(O)(=O)C>CO.[Rh]>[CH:2]1([C:1]([OH:12])=[O:11])[CH2:10][CH2:9][CH2:8][CH:4]([C:5]([OH:7])=[O:6])[CH2:3]1

参加物

5

反応物 2

HCID 176Acetic AcidHCID 8496Isophthalic Acid

生成物 1

HCID 1072051,3-Cyclohexanedicarboxylic acid収率 96.3%

試薬・触媒・溶媒 2

HCID 23948Rhodium触媒HCID 887Methanol溶媒

実験手順

To a suspension of isophthalic acid (500 g, 3 mol) in methanol (2.8) was added 5% Rhodium-on-alumina catalyst (50 g) and acetic acid (150 ml). The reaction mixture was shaken under hydrogen (50 psi) at room temperature overnight. The mixture was filtered through celite. To this solution was added fresh 5% Rhodium-on-alumina catalyst (25 g), and the mixture was shaken under 50 psi of hydrogen for another 24 hours. The final reaction mixture was filtered through celite. The solution was concentrated under vacuum to give 493 g of the title compound as a white powder (96.3% yield). m.p. 163-165° C.

後処理

  1. filtrationThe mixture was filtered through celite
  2. additionTo this solution was added fresh 5% Rhodium-on-alumina catalyst (25 g)
  3. stirringthe mixture was shaken under 50 psi of hydrogen for another 24 hours
  4. customThe final reaction mixture
  5. filtrationwas filtered through celite
  6. concentrationThe solution was concentrated under vacuum

出典と根拠

ORDレコード
ord-b8586187541a44f9a7a1ae0185bd1704
出典データセット
uspto-grants-2004_06
特許番号
US06743794B2

関連ノート

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