Ethylene Oxide → 1-(2'-Hydroxyethyl)-2,2,4-trimethyl decahydroquinoline

HRID 616235노트

반응식

HRID 616235 반응식
[CH3:1][C:2]1([CH3:13])[CH2:11][CH:10]([CH3:12])[CH:9]2[CH:4]([CH2:5][CH2:6][CH2:7][CH2:8]2)[NH:3]1.[CH2:14]1[O:16][CH2:15]1>C(O)C>[OH:16][CH2:15][CH2:14][N:3]1[CH:4]2[CH:9]([CH2:8][CH2:7][CH2:6][CH2:5]2)[CH:10]([CH3:12])[CH2:11][C:2]1([CH3:13])[CH3:1]

참가 물질

4

반응물 2

HCID 6354Ethylene OxideHCID 226287862,2,4-Trimethyldecahydroquinoline

생성물 1

HCID 205431171-(2'-Hydroxyethyl)-2,2,4-trimethyl decahydroquinoline

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

1-(2'-hydroxyethyl)-2,2,4-trimethyl decahydroquinoline was prepared. 150 milliliters of ethanol and 84.0 grams (0.3 mole) of 2,2,4-trimethyl decahydroquinoline of about 96% cis structure were placed in a reactor vessel equipped for heating and agitation. 15.4 grams (0.35 mole) of ethylene oxide was added dropwise to the reactor vessel and the mix then heated to reflux for 21 hours. The ethanol was then evaporated off and the reaction mixture distilled to yield 10.2 grams of a liquid product boiling at 103° - 105° C. at 0.3 mm Hg. The NMR and mass spectrometer spectra were consistent with the desired product. Calculated contents for the formula C14H27NO are 74.61% carbon, 12.08% hydrogen, and 6.22% nitrogen and the measured contents were 74.62% carbon, 12.11% hydrogen, and 6.13% nitrogen.

후처리

  1. customequipped
  2. temperaturefor heating
  3. additionthe mix
  4. temperaturethen heated
  5. temperatureto reflux for 21 hours
  6. customThe ethanol was then evaporated off
  7. distillationthe reaction mixture distilled

출처 및 근거

ORD 기록
ord-9bfece7e40a54ac7874674a8d600a074
출처 데이터셋
uspto-grants-1978_02
특허 번호
US04073770

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