Ethylene Oxide → HCID 20332942, compound

HRID 26429Notes

Reaction equation

HRID 26429 reaction equation
[CH:1]([NH:4][CH:5]([CH3:23])[CH2:6][C:7]1[C:8](=[O:22])[NH:9][CH2:10][CH2:11][CH2:12][C:13]=1[C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=1)([CH3:3])[CH3:2].[CH2:24]1[O:26][CH2:25]1>C(O)C>[CH:1]([N:4]([CH:5]([CH3:23])[CH2:6][C:7]1[C:8](=[O:22])[NH:9][CH2:10][CH2:11][CH2:12][C:13]=1[C:14]1[CH:15]=[CH:16][C:17]([O:20][CH3:21])=[CH:18][CH:19]=1)[CH2:24][CH2:25][OH:26])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 6354Ethylene OxideHCID 20332938HCID 20332938, compound

Product 1

HCID 20332942HCID 20332942, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The mixture of 6.3 g of 3-(2-isopropylaminopropyl)-4-(4-methoxyphenyl)-1,5,6,7-tetrahydro-2H-azepinone, 20 ml of ethylene oxide and 25 ml of absolute ethanol is stirred in a sealed vessel at room temperature for 5 days. The resulting solution is evaporated, the residue crystallized from petroleum ether and recrystallized from ethyl acetate-hexane, to yield the 3-[2-(N-isopropyl-N-hydroxyethylamino)-propyl]-4-(4-methoxyphenyl)-1,5,6,7-tetrahydro-2H-azepinone melting at 109°-111°.

Workup

  1. customThe resulting solution is evaporated
  2. customthe residue crystallized from petroleum ether
  3. customrecrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-8e49ef492bb5441ebee0155c009787ad
Source dataset
uspto-grants-1979_04
Patent number
US04150129

Reaction notes

Loading…