Ethylene Oxide → HCID 20543108, compound
Reaction equation
[CH3:1][C:2]1([CH2:14][CH3:15])[CH2:11][CH:10]([CH2:12][CH3:13])[CH:9]2[CH:4]([CH2:5][CH2:6][CH2:7][CH2:8]2)[NH:3]1.[CH2:16]1[O:18][CH2:17]1>C(O)CO>[OH:18][CH2:17][CH2:16][N:3]1[CH:4]2[CH:9]([CH2:8][CH2:7][CH2:6][CH2:5]2)[CH:10]([CH2:12][CH3:13])[CH2:11][C:2]1([CH3:1])[CH2:14][CH3:15]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Following the procedure given in E above, 75 grams of 2-methyl-2,4-diethyl decahydroquinoline were reacted with ethylene oxide in the presence of 50 milliliters of ethylene glycol at 200° C. for 10 hours to yield 1-(2'-hydroxyethyl)-2-methyl-2,4-diethyl decahydroquinoline, which had a boiling point of 140° C. at 0.8 mm Hg. The NMR and infrared spectra were consistent with the desired product. For formula of C16H31NO, the calculated carbon, hydrogen, nitrogen contents are 75.83% carbon, 12.33% hydrogen, and 5.53% nitrogen and the analyzed contents were 74.69% carbon, 12.24% hydrogen, and 5.14% nitrogen.
Sources & evidence
- ORD record
- ord-4ae67341508f43cd959b0d259a9cc67a
- Source dataset
- uspto-grants-1982_04
- Patent number
- US04326061
Reaction notes
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