(Tetrahydro-2H-pyran-2-ylmethyl)amine → HCID 19806412, compound

HRID 1681353Notes

Reaction equation

HRID 1681353 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][CH:18]1[CH2:23][CH2:22][CH2:21][CH2:20][O:19]1>>[C:10]1([CH:8]([OH:9])[CH:7]([NH:16][CH2:17][CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][O:19]2)[C:4]2[CH:3]=[CH:2][CH:1]=[CH:6][CH:5]=2)[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

3

Reactant 2

HCID 97924(Tetrahydro-2H-pyran-2-ylmethyl)amineHCID 185583(R,R)-Stilbene oxide

Product 1

HCID 19806412HCID 19806412, compoundYield 83.2%

Conditions

Temperature
140 °C

Procedure

A mixture of trans-stilbene oxide (1.96 g, 0.010 mol) and 2-aminomethyltetrahydropyran (3.45 g, 0.030 mol) was heated in an oil bath at 140° C. for 6 hours. After standing at ambient temperature for 14 hours, the solidified reaction mixture was triturated with isooctane, and the tan solid collected by filtration to obtain 2.59 g (83% yield) of the product. The material was recrystallized from toluene-isooctane; mp 159°-163° C.

Workup

  1. customthe solidified reaction mixture was triturated with isooctane
  2. filtrationthe tan solid collected by filtration

Sources & evidence

ORD record
ord-7e8ee5f756084a5cac8cc1e76ac61096
Source dataset
uspto-grants-1992_12
Patent number
US05171753

Reaction notes

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