Methyl Methacrylate → Loxoprofen Sodium

HRID 1742573Notes

Reaction equation

[CH2:1]([O:13]S(C1C=CC=CC=1)(=O)=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]CCCCCC.[Na].S(OOS([O-])(=O)=O)([O-])(=O)=O.[NH4+].[NH4+].[CH2:36]=[CH:37][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1.[C:44]([O:49]C)(=[O:48])C(C)=C.C(OCC)(=O)C=C.C(NC(C)(C)CS([O-])(=O)=O)(=O)C=C.[Na+:71]>O>[CH3:36][CH:37]([C:44]([O-:49])=[O:48])[C:38]1[CH:43]=[CH:42][C:41]([CH2:6][CH:5]2[C:1](=[O:13])[CH2:2][CH2:3][CH2:4]2)=[CH:40][CH:39]=1.[Na+:71]

Participants

Conditions

Temperature: 60 °C

Procedure

To 60 l of water were added 1.0 kg of gelatin, 0.01 kg of sodium dodecylbenzenesulfonate and 0.05 kg of ammonium persulfate. While stirring this solution at a solution temperature of 60° C., a mixture of (a) 3.0 kg of styrene, (b) 3.0 kg of methyl methacrylate and (c) 3.2 kg of ethyl acrylate, and 0.8 kg of sodium 2-acrylamido-2-methylpropanesulfonate were added in a nitrogen atmosphere over a 1-hour period, followed by stirring for 1.5 hours. Then after the residual monomer was removed by steam distillation for 1 hour, the mixture was cooled to room temperature and then adjusted to pH 6.0 with ammonia. Water was added to the resulting latex liquid to make a total quantity of 75 kg. A monodispersed latex having an average grain size of 0.1 μm was thus obtained.

Workup

additionwere added in a nitrogen atmosphere over a 1-hour period
stirringby stirring for 1.5 hours
customThen after the residual monomer was removed by steam distillation for 1 hour
temperaturethe mixture was cooled to room temperature
additionWater was added to the resulting latex liquid
customwas thus obtained

Sources & evidence

ORD record: ord-0a6bf6e2a38c4b29b22297020d7854da
Source dataset: uspto-grants-1994_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05340707

Reaction notes

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