Furfurylamine → HCID 19806405, compound

HRID 1681346Notes

Reaction equation

HRID 1681346 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]([NH2:22])[C:17]1[O:21][CH:20]=[CH:19][CH:18]=1>>[O:21]1[CH:20]=[CH:19][CH:18]=[C:17]1[CH2:16][NH:22][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]

Participants

3

Reactant 2

HCID 3438FurfurylamineHCID 185583(R,R)-Stilbene oxide

Product 1

HCID 19806405HCID 19806405, compoundYield 78.4%

Conditions

Temperature
140 °C

Procedure

A mixture of trans-stilbene oxide (1.96 g, 0.010 mol) and furfurylamine (3.00 g, 0.030 mol) was heated at 140° C. for 6 hours, and then allowed to stand at ambient temperature for 14 hours. The solidified reaction mixture was triturated with petroleum ether and the crude solid collected by filtration. Recrystallization from toluene-isooctane gave 2.3 g (78%) of the product; mp 141°-144° C.

Workup

  1. customThe solidified reaction mixture
  2. customwas triturated with petroleum ether
  3. filtrationthe crude solid collected by filtration
  4. customRecrystallization from toluene-isooctane

Sources & evidence

ORD record
ord-3ad3ef8ec2f5425e81b53135b5b01e5c
Source dataset
uspto-grants-1992_12
Patent number
US05171753

Reaction notes

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