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

HRID 442365Notes

Reaction equation

HRID 442365 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 (79)C./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
  3. custom142° - 200° C/0.6 Torr which, when

Sources & evidence

ORD record
ord-2461c34a4cba481196e7d5d0515e5046
Source dataset
uspto-grants-1977_08
Patent number
US04045447

Reaction notes

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