2-Amino-2-methyl-1,3-propanediol → (3-Methyl-1-oxa-4-azaspiro[4.5]decan-3-yl)methanol

HRID 1703748Notes

Reaction equation

HRID 1703748 reaction equation
[NH2:1][C:2]([CH3:7])([CH2:5][OH:6])[CH2:3][OH:4].[C:8]1(=O)[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1>C1(C)C=CC=CC=1>[CH3:7][C:2]1([CH2:5][OH:6])[NH:1][C:8]2([CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[O:4][CH2:3]1

Participants

4

Reactant 2

HCID 15312-Amino-2-methyl-1,3-propanediolHCID 7967Cyclohexanone

Product 1

HCID 278563(3-Methyl-1-oxa-4-azaspiro[4.5]decan-3-yl)methanol

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The procedure of Example 1 was employed utilizing 2-amino-2-methyl-1,3-propanediol (42.05 grams; 0.4 mole) and cyclohexanone (39.26 grams; 0.4 mole) in 250 mls of toluene. After removing the toluene, the residue was distilled to obtain 37.7 grams (50.8% of theoretical; b.p. 120° C. at 2.0 mm.) of the desired compound.

Workup

  1. customAfter removing the toluene
  2. distillationthe residue was distilled

Sources & evidence

ORD record
ord-30e05f38e70244ba9661fce92877650b
Source dataset
uspto-grants-1978_11
Patent number
US04125518

Reaction notes

Loading…