Hydrochloric Acid → 2-Acetyl-2-methylpropane-1,3-diol bismethanesulphonate
Reaction equation
[O:1]=[C:2]([CH3:9])[C:3]([CH2:7][OH:8])([CH2:5][OH:6])[CH3:4].[CH3:10][S:11](Cl)(=[O:13])=[O:12].N1C=CC=CC=1.Cl>ClCCCl>[CH3:10][S:11]([O:6][CH2:5][C:3]([C:2](=[O:1])[CH3:9])([CH3:4])[CH2:7][O:8][S:11]([CH3:10])(=[O:13])=[O:12])(=[O:13])=[O:12]Participants
Procedure
66 g (0.5 mol) of 3-oxo-2,2-bis-[hydroxymethyl]-butane (for the preparation, see Beilstein H 1, E III 3306, IV 4132 and J. Chem. Soc., London 1932, 2671) were dissolved in 300 ml of 1,2-dichloroethane, 114.5 g (1 mol) of methanesulphonyl chloride were added dropwise and 158 g (2 mol) of pyridine were added dropwise at 0° to 5° C. The reaction mixture was stirred for a further 15 hours at room temperature and the batch was then introduced into 600 ml of ice-water and 100 ml of concentrated hydrochloric acid. A solid precipitated out and this was filtered off. The aqueous phase was extracted with 1 liter of methylene chloride; the solid was dissolved in the methylene chloride phase, the organic phase was dried over sodium sulphate, the solvent was distilled off under a waterpump vacuum and the residue was suspended in 200 ml of ether. 100 g (about 70% of theory) of 2-acetyl-2-methyl-propane-1,3-diol bismethanesulphonate with a melting point of 105° to 108° C. were obtained. ##STR12##
Workup
- customA solid precipitated out
- filtrationthis was filtered off
- extractionThe aqueous phase was extracted with 1 liter of methylene chloride
- dissolutionthe solid was dissolved in the methylene chloride phase
- dry with materialthe organic phase was dried over sodium sulphate
- distillationthe solvent was distilled off under a waterpump vacuum
Sources & evidence
- ORD record
- ord-7a8f1e7b753a43529a089dfd80bb4499
- Source dataset
- uspto-grants-1981_05
- Patent number
- US04267381
Reaction notes
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