Water → HCID 58826155, compound

To a solution of t-butylacetic acid (0.025 mol, 3 g) in methanol is added tetrabutylammonium hydroxide (1M/methanol, 25 ml). The mixture is stirred for 1 h and the solvent removed to a residue. The residue is dissolved in 150 ml of methylene chloride and 150 ml of water and a solution of O-chloromethyl S-ethyl carbonothioate (0.025 mol, 3.85 f) in 50 ml of methylene chloride added. The mixture is stirred at room temperature for 24 h. The methylene chloride layer is separated, washed with water, brine and dried over sodium sulfate. The solvent is removed under vacuo and the residue stirred in 300 ml of ether for 24 h. The resulting white solid is filtered, the solid discarded and the solvent removed from the filtrate to give 6 g of a crude oil.

1. customthe solvent removed to a residue
2. dissolutionThe residue is dissolved in 150 ml of methylene chloride
3. stirringThe mixture is stirred at room temperature for 24 h
4. customThe methylene chloride layer is separated
5. washwashed with water, brine
6. dry with materialdried over sodium sulfate
7. customThe solvent is removed under vacuo
8. stirringthe residue stirred in 300 ml of ether for 24 h
9. filtrationThe resulting white solid is filtered
10. customthe solvent removed from the filtrate

ORD record

ord-46ef8dfeb19f4396ac904ce10a139141

Source dataset

uspto-grants-2012_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08101590B2