Aminoacetaldehyde dimethyl acetal → HCID 2752367, compound

HRID 1681352Notes

Reaction equation

HRID 1681352 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][O:17][CH:18]([O:21][CH3:22])[CH2:19][NH2:20]>>[CH3:16][O:17][CH:18]([O:21][CH3:22])[CH2:19][NH:20][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 89728Aminoacetaldehyde dimethyl acetalHCID 185583(R,R)-Stilbene oxide

Product 1

HCID 2752367HCID 2752367, compoundYield 71.3%

Conditions

Temperature
140 °C

Procedure

A mixture of trans-stilbene oxide (1.96 g, 0.010 mol) and 2,2-dimethoxyethylamine (3.15 g, 0.030 mol) was heated in an oil bath at 140° C. for 5 hours. After standing at ambient temperature for 16 hours, the solid reaction mixture was triturated with isooctane and the white solid that remained was collected by filtration to obtain 2.15 g (71%) of the product. The product was recrystallized from toluene-isooctane; mp 147°-149° C.

Workup

  1. customthe solid reaction mixture
  2. customwas triturated with isooctane
  3. filtrationthe white solid that remained was collected by filtration

Sources & evidence

ORD record
ord-9a8185fa0c8a4060b27ef9c1c0938438
Source dataset
uspto-grants-1992_12
Patent number
US05171753

Reaction notes

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