4-[1-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-vinyl]-benzoic acid → 4-[1-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-ethyl]-benzoic acid

HRID 356727노트

반응식

HRID 356727 반응식
[CH3:1][C:2]1([CH3:25])[CH2:11][CH2:10][C:9]([CH3:13])([CH3:12])[C:8]2[CH:7]=[C:6]([C:14]([C:16]3[CH:24]=[CH:23][C:19]([C:20]([OH:22])=[O:21])=[CH:18][CH:17]=3)=[CH2:15])[CH:5]=[CH:4][C:3]1=2.[H][H]>[Pd].C(O)C>[CH3:25][C:2]1([CH3:1])[CH2:11][CH2:10][C:9]([CH3:12])([CH3:13])[C:8]2[CH:7]=[C:6]([CH:14]([C:16]3[CH:24]=[CH:23][C:19]([C:20]([OH:22])=[O:21])=[CH:18][CH:17]=3)[CH3:15])[CH:5]=[CH:4][C:3]1=2

참가 물질

5

반응물 2

HCID 99057294-[1-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-vinyl]-benzoic acidHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 103149774-[1-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-ethyl]-benzoic acid수율 74%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

The olefin 48 (0.0105 g, 0.0314 mmol) was hydrogenated over 5% palladium on charcoal (1 mg) in 0.5 mL of ethanol at room temperature and atmospheric pressure. After one equivalent (0.7 mL) of hydrogen was taken up, the catalyst was removed by filtration through a small Celite pad. The solvent was removed in vacuo to give the crude acid as a white solid (0.019 g). Recrystallization from benzene-hexane afforded the desired acid 49 as a white crystalline solid (0.0078 g, 74%): m.p. 186°-188° C. The structure of the product was also confirmed using IR, 1H NMR and mass spectroscopy.

후처리

  1. customthe catalyst was removed by filtration through a small Celite pad
  2. customThe solvent was removed in vacuo
  3. customto give the crude acid as a white solid (0.019 g)
  4. customRecrystallization from benzene-hexane

출처 및 근거

ORD 기록
ord-d4e4b014482149fdbbce1c762864514e
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05837725

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