Ethylene Oxide → HCID 20543057, compound

HRID 2286000Notes

Reaction equation

HRID 2286000 reaction equation
[CH3:1][C:2]1([CH3:14])[CH2:11][CH:10]([CH3:12])[CH:9]2[CH:4]([CH2:5][CH2:6][CH:7]([CH3:13])[CH2:8]2)[NH:3]1.[CH2:15]1[O:17][CH2:16]1>C(O)CCCCCCC>[OH:17][CH2:16][CH2:15][N:3]1[CH:4]2[CH:9]([CH2:8][CH:7]([CH3:13])[CH2:6][CH2:5]2)[CH:10]([CH3:12])[CH2:11][C:2]1([CH3:14])[CH3:1]

Participants

4

Reactant 2

HCID 6354Ethylene OxideHCID 205430942,2,4,6-Tetramethyldecahydroquinoline

Product 1

HCID 20543057HCID 20543057, compound

Reagents, catalysts & solvents 1

HCID 9571-OctanolSolvent

Conditions

Temperature
200 °C

Procedure

1-(2'-hydroxyethyl)-2,2,4,6-tetramethyl decahydroquinoline was prepared. 50 grams of 2,2,4,6-tetramethyl decahydroquinoline and 50 milliliters of 1-octanol were placed into a reactor vessel equipped for heating and agitation and the mix heated to 200° C. Ethylene oxide was then slowly added to the reactor over a period of 7 hours. The reaction mixture was then distilled to yield a liquid product boiling at 106° C. at 0.5 mm Hg. The NMR and infrared spectra were consistent with the desired product. Calculated contents and analyzed contents of the product (formula of C15H29NO) were respectively: 75.26% carbon, 74.36% carbon found; 12.21% hydrogen, 12.24% hydrogen found; and 5.85% nitrogen, 6.04% nitrogen found.

Workup

  1. customequipped
  2. temperaturefor heating
  3. distillationThe reaction mixture was then distilled

Sources & evidence

ORD record
ord-84fdc31b94e1414d9fee581ea3b8300d
Source dataset
uspto-grants-1982_04
Patent number
US04326061

Reaction notes

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