Phenylethanolamine → Diisopropylether methanol

HRID 1681343Notes

Reaction equation

HRID 1681343 reaction equation
[CH:1]1[CH:2]=CC([C@H]2[O:9][C@@H:8]2C2C=CC=CC=2)=C[CH:6]=1.N[CH2:17][CH:18]([C:20]1C=CC=CC=1)[OH:19]>>[CH3:8][OH:9].[CH:1]([O:19][CH:18]([CH3:17])[CH3:20])([CH3:2])[CH3:6]

Participants

3

Reactant 2

HCID 1000PhenylethanolamineHCID 185583(R,R)-Stilbene oxide

Product 1

HCID 21882575Diisopropylether methanol

Procedure

A mixture of trans-stilbene oxide (2.44 g, 0.0125 mol) and 2-amino-1-phenylethanol (5.12 g, 0.0374 mol) was heated on a steam bath for 3 hours and allowed to stand at ambient temperature for 16 hours. Trituration with methanol-isopropyl ether gave a white solid (1.12 g, 77% yield). The solid was recrystallized from methanol-water to obtain 0.8 g of the product, mp 162°-163° C.

Workup

  1. temperaturewas heated on a steam bath for 3 hours

Sources & evidence

ORD record
ord-3f334da0d4c44538be57747bce25b671
Source dataset
uspto-grants-1992_12
Patent number
US05171753

Reaction notes

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