Hydrochloric Acid → HCID 23365939, compound

To sodium hydride (9.6 g, 0.40 mol) was dropwise added trimethylene glycol (144.5 ml, 2.0 mol) at 0° C. The mixture was stirred at room temperature for 3 hours. Thereto was dropwise added, at 0° C., methyl bromoacetate (44.4 ml, 0.40 mol). The mixture was stirred at room temperature for 1.5 hours. The reaction mixture was subjected to silica gel column chromatography (developing solvent: ethyl acetate / methanol=19/1) to remove sodium bromide. After concentration, the concentrate was dissolved in sodium methoxide (2.16 g, 0.04 mol) and methanol (200 ml ). The mixture was stirred at room temperature for 10 minutes, then neutralized with 6N hydrochloric acid, and concentrated. The concentrate was purified by silica gel column chromatography (developing solvent=ethyl acetate / methanol=19/1) to obtain methyl 3-hydroxypropyloxyacetate (36.25 g).

1. customat 0° C
2. additionThereto was dropwise added, at 0° C.
3. stirringThe mixture was stirred at room temperature for 1.5 hours
4. customto remove sodium bromide
5. concentrationAfter concentration
6. stirringThe mixture was stirred at room temperature for 10 minutes
7. concentrationconcentrated
8. customThe concentrate was purified by silica gel column chromatography (developing solvent=ethyl acetate / methanol=19/1)

ORD record

ord-fc8bf69c406b42188bea803a5b25c909

Source dataset

uspto-grants-1996_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05583158