N-Allyl-2,2'-iminodiethanol → N-[2-(2-Methoxyethoxy)ethyl]diethanolamine

Reaction equation

[CH2:1]([N:4]([CH2:8][CH2:9][OH:10])[CH2:5][CH2:6][OH:7])[CH:2]=C.S(C1C=CC(C)=CC=1)([O:14][CH2:15][CH2:16][O:17][CH2:18]COC)(=O)=O>>[CH3:18][O:17][CH2:16][CH2:15][O:14][CH2:2][CH2:1][N:4]([CH2:8][CH2:9][OH:10])[CH2:5][CH2:6][OH:7]

Participants

Reactant 2

HCID 41439N-Allyl-2,2'-iminodiethanol

HCID 11076628HCID 11076628, compound

Product 1

HCID 13635723N-[2-(2-Methoxyethoxy)ethyl]diethanolamine

Procedure

The title compound was prepared as described above for N-allyldiethanolamine in Example 1 except that 2-methoxyethoxyethyl tosylate was used (0.55 mol, 150.9 g) in a 0.5 mol preparation. The pure diol whose formula is shown below was obtained (49.8 g, 48%) on fractional distillation at 129°-131° C. (0.04 mm):

Workup

customin a 0.5 mol preparation
custombelow was obtained (49.8 g, 48%)
distillationon fractional distillation at 129°-131° C. (0.04 mm)

Sources & evidence

ORD record: ord-00593ba9d30d4b0892dcb3dd130175ef
Source dataset: uspto-grants-1984_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04436664

Reaction notes

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