Diglycolamine → HCID 19806392, compound

HRID 1681350Notes

Reaction equation

HRID 1681350 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.[NH2:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21][OH:22]>>[OH:22][CH2:21][CH2:20][O:19][CH2:18][CH2:17][NH:16][C:7]([C:4]1[CH:3]=[CH:2][CH:1]=[CH:6][CH:5]=1)([OH:9])[CH2:8][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

3

Reactant 2

HCID 13578DiglycolamineHCID 185583(R,R)-Stilbene oxide

Product 1

HCID 19806392HCID 19806392, compoundYield 92%

Conditions

Temperature
140 °C

Procedure

A mixture of trans-stilbene oxide (1.96 g, 0.010 mol) and 2-(2-aminoethoxy)ethanol (3.05 g, 0.030 mol) was heated at 140° C. for 6 hours. After standing at room temperature for 14 hours the reaction mixture was triturated with water, the solid product collected, and dried under ambient conditions for 3 days to obtain 2.77 g (92%) of material. The solid was recrystallized from methanol-isopropyl ether to obtain 1.89 g of the product; mp 140°-142° C.

Workup

  1. customthe reaction mixture was triturated with water
  2. customthe solid product collected
  3. customdried under ambient conditions for 3 days

Sources & evidence

ORD record
ord-32b6e2d95e3f47d589993202415c7685
Source dataset
uspto-grants-1992_12
Patent number
US05171753

Reaction notes

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