Methyl Salicylate → Trolamine Salicylate

HRID 477065Notes

Reaction equation

HRID 477065 reaction equation
[C:1]([O:10]CC(CO)O)(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[N:16]([CH2:23][CH2:24][OH:25])([CH2:20][CH2:21][OH:22])[CH2:17][CH2:18][OH:19].C(OC)(=O)C1C(=CC=CC=1)O.C[O-].[Na+]>>[C:1]([OH:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[N:16]([CH2:23][CH2:24][OH:25])([CH2:20][CH2:21][OH:22])[CH2:17][CH2:18][OH:19]

Participants

5

Reactant 4

HCID 4133Methyl Salicylate2×HCID 7618TriethanolamineHCID 38493182,3-Dihydroxypropyl salicylateHCID 10942334Sodium Methoxide

Product 1

HCID 25213Trolamine Salicylate

Procedure

Triethanolamine salicylate was prepared by the method described in Example 1 for the preparation of glycerol salicylate except that the reactants were triethanolamine (32.9 g; 0.22 moles), methyl salicylate (67.1 g; 0.44 moles) and sodium methoxide (0.82 g; 0.015 moles). The final methyl salicylate level was 20.0%.

Sources & evidence

ORD record
ord-87b599b4682845cbbcedf3c410b98dad
Source dataset
uspto-grants-1989_12
Patent number
US04886843

Reaction notes

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