Water → HCID 14391213, compound

HRID 1381530Notes

Reaction equation

HRID 1381530 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.[CH2:16]([O:20][CH2:21][CH2:22][CH2:23][NH2:24])[CH2:17][CH2:18][CH3:19].O>CC(C)=O>[CH2:16]([O:20][CH2:21][CH2:22][CH2:23][NH:24][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])[CH2:17][CH2:18][CH3:19]

Participants

5

Reactant 3

HCID 962WaterHCID 854611-Propanamine, 3-butoxy-HCID 185583(R,R)-Stilbene oxide

Product 1

HCID 14391213HCID 14391213, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
140 °C

Procedure

A mixture of trans-stilbene oxide (1.96 g, 0.010 mole) and 3-(n-butyloxy)-1-propylamine (3.93 g, 0.030 mole) was heated at 140° C. for 5 hrs. After standing at ambient temperature for 18 hr, the mixture was dissolved in acetone (20 ml) and the solution poured into water (120 ml). The solid which formed was collected by filtration and dried under ambient conditions to yield 3.24 g of slightly wet solid (>100%). Recrystallization from tolueneisooctane gave 1.70 g of a white solid, m.p. 82°-84° C.

Workup

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

Sources & evidence

ORD record
ord-ac17d4e80413429e86b1c50018bc2304
Source dataset
uspto-grants-1989_02
Patent number
US04803200

Reaction notes

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