Ethylene Oxide → HCID 20543139, compound

HRID 2286003Notes

Reaction equation

HRID 2286003 reaction equation
[CH3:1][C:2]1([CH3:14])[CH2:11][CH:10]([CH3:12])[CH:9]2[CH:4]([CH2:5][CH:6]([CH3:13])[CH2:7][CH2:8]2)[NH:3]1.[CH2:15]1[O:17][CH2:16]1.[H][H]>C(O)CO>[OH:17][CH2:16][CH2:15][N:3]1[CH:4]2[CH:9]([CH2:8][CH2:7][CH:6]([CH3:13])[CH2:5]2)[CH:10]([CH3:12])[CH2:11][C:2]1([CH3:14])[CH3:1]

Participants

5

Reactant 3

HCID 6354Ethylene OxideHCID 20543059HCID 20543059, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 20543139HCID 20543139, compound

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Procedure

1-(2'-hydroxyethyl)-2,2,4,7-tetramethyl decahydroquinoline was prepared. 75 grams of 2,2,4,7-tetramethyl decahydroquinoline in 50 milliliters of ethylene glycol was reacted with ethylene oxide added over a period of 14 hours at a reaction temperature of 200° C. The reactor mix was distilled to yield a liquid product which boiled at 102° C. at 0.1 mm of Hg and which was 98% pure as determined by vapor pressure chromatography. The infrared and NMR spectra were consistent with the desired product. Calculated contents for the formula C15H29NO are 75.26% carbon, 12.21% hydrogen, and 5.85% nitrogen while measured contents were 74.78% carbon, 12.30% hydrogen, and 5.50% nitrogen.

Workup

  1. additionadded over a period of 14 hours at a reaction temperature of 200° C
  2. additionThe reactor mix
  3. distillationwas distilled
  4. customto yield a liquid product which boiled at 102° C. at 0.1 mm of Hg and which

Sources & evidence

ORD record
ord-edd243ac5c864714969c1fb02a8465f6
Source dataset
uspto-grants-1982_04
Patent number
US04326061

Reaction notes

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