Ethylene Oxide → HCID 14324235, compound

HRID 435075Notes

Reaction equation

HRID 435075 reaction equation
[CH3:1][CH:2]1[CH2:11][CH2:10][C:9]2[C:4](=[C:5]([O:13][CH3:14])[CH:6]=[CH:7][C:8]=2[CH3:12])[NH:3]1.[CH2:15]1[O:17][CH2:16]1>>[CH3:1][CH:2]1[CH2:11][CH2:10][C:9]2[C:4](=[C:5]([O:13][CH3:14])[CH:6]=[CH:7][C:8]=2[CH3:12])[N:3]1[CH2:15][CH2:16][OH:17]

Participants

3

Reactant 2

HCID 6354Ethylene OxideHCID 14324234HCID 14324234, compound

Product 1

HCID 14324235HCID 14324235, compoundYield 72.7%

Procedure

2,5-Dimethyl-8-methoxy-1,2,3,4-tetrahydroquinoline (189 g, 1.0 m) was reacted with ethylene oxide (52.0 g) in an autoclave at 160° C. for 10 hrs. The reaction mixture from the autoclave was distilled under vacuum to yield 169 g (72%) of product which boiled at 150°-138° C. at 1.7/0.5 mm Hg. A small amount of material was slurried in hexane, and after filtering and drying the product melted at 65°-67° C.

Workup

  1. distillationThe reaction mixture from the autoclave was distilled under vacuum

Sources & evidence

ORD record
ord-c18cf8ec28cb4736b1146dec7d134ba1
Source dataset
uspto-grants-1983_08
Patent number
US04400318

Reaction notes

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