Acetic Acid → 1,3-Cyclohexanedicarboxylic acid

HRID 352223

반응식

HRID 352223 반응식
[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

참가 물질

5

반응물 2

HCID 176Acetic AcidHCID 8496Isophthalic Acid

생성물 1

HCID 1072051,3-Cyclohexanedicarboxylic acid수율 96.3%

시약·촉매·용매 2

HCID 23948Rhodium촉매HCID 887Methanol용매

실험 절차

To a suspension of isophthalic acid (500 g, 3 mol) in methanol (2.81) 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.

후처리

  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

출처 및 근거

ORD 기록
ord-8cdcb6a300444108b9d032c51d481b07
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06743794B2

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