Water → HCID 19806403, compound

HRID 1681345Notes

Reaction equation

HRID 1681345 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]([C@H:7]2[O:9][C@@H:8]2[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)=[CH:5][CH:6]=1.[CH3:16][CH2:17][O:18][CH2:19][CH2:20][O:21][CH2:22][CH2:23][CH2:24][NH2:25].O>CC(C)=O>[CH2:17]([O:18][CH2:19][CH2:20][O:21][CH2:22][CH2:23][CH2:24][NH:25][CH:7]([C:4]1[CH:3]=[CH:2][CH:1]=[CH:6][CH:5]=1)[CH:8]([C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[OH:9])[CH3:16]

Participants

5

Reactant 3

HCID 962WaterHCID 1200381-Propanamine, 3-(2-ethoxyethoxy)-HCID 185583(R,R)-Stilbene oxide

Product 1

HCID 19806403HCID 19806403, compoundYield 87.3%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
140 °C

Procedure

A mixture of trans-stilbene oxide (1.96 g, 0.010 mol) and 3-[(2-ethoxy)ethoxy]-1-propylamine (4.41 g, 0.030 mol) was heated at 140° C. for 5 hours. The reaction mixture was dissolved in acetone (20 mL) and the solution poured into water (120 mL). The solid that formed was collected by filtration and dried under ambient conditions to give 3.0 g (87%) of material. Recrystallization from isooctane gave 2.45 g of the product; mp 65°-66° C.

Workup

  1. customThe solid that formed
  2. filtrationwas collected by filtration
  3. customdried under ambient conditions

Sources & evidence

ORD record
ord-f5b8e6caae2d4eaf8d8fa300efe81a11
Source dataset
uspto-grants-1992_12
Patent number
US05171753

Reaction notes

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