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6-(2-Hydroxyethyl)-1,3,3-trimethylbicyclo[2.2.2]octa-5,7-dien-2-one → HCID 21419393, 화합물

HRID 441586
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HRID 441586 반응식
[CH3:1][C:2]12[CH:12]=[CH:11][CH:5]([CH:6]=[C:7]1[CH2:8][CH2:9][OH:10])[C:4]([CH3:14])([CH3:13])[C:3]2=[O:15].[H][H]>[Pd].C(O)(C)C>[CH3:1][C:2]12[CH2:12][CH2:11][CH:5]([CH2:6][CH:7]1[CH2:8][CH2:9][OH:10])[C:4]([CH3:14])([CH3:13])[C:3]2=[O:15]
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참가 물질

5

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HCID 213335666-(2-Hydroxyethyl)-1,3,3-trimethylbicyclo[2.2.2]octa-5,7-dien-2-oneHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 21419393HCID 21419393, 화합물

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 3776Isopropanol용매

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온도
150 °C

실험 절차

An autoclave is charged with 26.8 grams of 1,3,3-trimethyl-6-(2-hydroxyethyl)bicyclo(2.2.2)-octa-5,7-dien-2-one prepared according to the process of Example XVI, 2 grams 5% palladium/carbon catalyst, and 300 ml isopropyl alcohol. The autoclave is then sealed and pressurized with hydrogen to 400 psig, heated to 150° C. and maintained at that temperature, with stirring, for a period of 48 hours. At the end of this period of time, the autoclave is opened and the reaction mass is removed. The reaction mass is filtered, and the excess isopropyl alcohol is stripped therefrom. The reaction product (the title product) is distilled at 64°-65° C. at a pressure of 0.2 mm Hg (yield: 12.3 g). Its structure, confirmed by NMR and mass spectral analyses is as follows: ##STR36##

후처리

  1. customprepared
  2. customThe autoclave is then sealed
  3. temperaturemaintained at that temperature
  4. customthe reaction mass is removed
  5. filtrationThe reaction mass is filtered
  6. distillationThe reaction product (the title product) is distilled at 64°-65° C. at a pressure of 0.2 mm Hg (yield: 12.3 g)

출처 및 근거

ORD 기록
ord-0470038e5b704108b27de03f94301b95
출처 데이터셋
uspto-grants-1977_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04041084

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