2-Amino-2-methyl-1,3-propanediol → HCID 21414467, compound

HRID 1657836Notes

Reaction equation

HRID 1657836 reaction equation
[CH:1]1([C:7]#[N:8])[CH2:4][CH2:3][CH:2]1[C:5]#[N:6].[OH:9][CH2:10][C:11](N)([CH3:14])[CH2:12][OH:13]>Cl[Cu]>[CH3:14][C:11]1([CH2:12][OH:13])[CH2:10][O:9][C:5]([CH:2]2[CH2:3][CH2:4][CH:1]2[C:7]2[O:9][CH2:10][C:11]([CH2:12][OH:13])([CH3:14])[N:8]=2)=[N:6]1

Participants

4

Reactant 2

HCID 15312-Amino-2-methyl-1,3-propanediolHCID 185661,2-Dicyanocyclobutane

Product 1

HCID 21414467HCID 21414467, compound

Reagents, catalysts & solvents 1

HCID 62652Cuprous chlorideCatalyst

Procedure

53 g of cyclobutane-1,2-dinitrile were heated for 3.5 hours to 100°C with 150 g of 2-hydroxymethyl-2-amino-1-propanol in the presence of 0.5 g of CuCl. Distillation of the reaction mixture in the same way as described in Example 15 gave 175 g of distillate boiling at 142° - 200°C/0.6 Torr which, when subsequently fractionated in a Vigreux column, gave 117 g (83% of the theoretical) of 1,2-bis-(4-methyl-4-hydroxymethyl oxazolin-2-yl)-cyclobutane boiling at 198° - 204°C/0.05 Torr.

Workup

  1. distillationDistillation of the reaction mixture in the same way
  2. customgave 175 g of distillate boiling at 142° - 200°C/0.6 Torr which, when

Sources & evidence

ORD record
ord-fdf882d6ad90479c89dd5f037b6802b7
Source dataset
uspto-grants-1976_06
Patent number
US03962270

Reaction notes

Loading…