Propylene Glycol → 1,3-Butanediol

HRID 1856453Notes

Reaction equation

HRID 1856453 reaction equation
[C:1]([O:4][C:5]1[C:6](=CC=C[CH:13]=1)[C:7](O)=[O:8])(=[O:3])C.[CH2:14]([OH:18])[CH:15]([OH:17])[CH3:16].CCCCCCCC/C=C\CCCC[CH2:33][CH2:34][CH2:35][C:36]([O:38]CC(O)CO)=O.C(O)C(O)C.C(O)C>C(O)C>[CH2:7]([OH:8])[CH2:6][CH2:5][OH:4].[CH2:14]([OH:18])[CH:15]([OH:17])[CH2:16][CH3:1].[CH2:7]([OH:8])[CH2:6][CH:5]([OH:4])[CH3:13].[CH2:36]([OH:38])[CH2:35][CH2:34][CH2:33][OH:3]

Participants

9

Reactant 4

HCID 1030Propylene GlycolHCID 2244Aspirin2×HCID 5283468Glyceryl Monooleate2×HCID 20136844HCID 20136844, compound

Product 4

HCID 78961,3-ButanediolHCID 80641,4-ButanediolHCID 104421,3-PropanediolHCID 114291,2-Butanediol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Anti-inflammatory compositions of the type described hereinabove containing acetylsalicylic acid, 1,2-propanediol, ethanol and monoolein are tested in the foregoing manner. In a typical test procedure, a composition comprising 3% by weight acetylsalicylic acid in a 1:1 (wt.) 1,2-propanediol/ethanol base containing 1% glyceryl monooleate gives an excellent blanching grade of about 3 about 2 hours post-application. Replacement of the 1,2-propanediol in the above composition with 1,3-propanediol, 1,2-butanediol, 1,3-butanediol and 1,4-butanediol gives blanching grades of 3.2, 2.6, 2.8 and 2.6, respectively. Similarily, replacement of the ethanol with 1-propanol and 2-propanol gives blanching grades of 3.1 and 3.0, respectively.

Workup

  1. customgives an excellent blanching grade of about 3 about 2 hours post-application

Sources & evidence

ORD record
ord-8913a7b83784498c822bc99606dcf6a6
Source dataset
uspto-grants-1980_08
Patent number
US04219548

Reaction notes

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