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 129261노트

반응식

HRID 129261 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-85c84f096f4446a890883767bd0ef82b
출처 데이터셋
uspto-grants-1995_11
특허 번호
US05466861

반응 노트

불러오는 중…