HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 635976Generated: October 30, 2026
Hydrochloric Acid → methyl (2-oxopropoxy)acetate
https://huagongshe.com/reaction/635976
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Methyl (2-chloro-2-oxoethoxy)acetate | HCID 12361282 | — |
| Reactant | HCID 178477796 | HCID 178477796 | — |
| Catalyst | Palladium(2+) chloride phenylmethanide--triphenylphosphane (1/1/1/2) | HCID 11007180 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | methyl (2-oxopropoxy)acetate | HCID 11701055 | 84.7% |
Reaction Steps
A solution of 2M dimethyl zinc in toluene (21 mL, 42 mmol) was cooled to 0° C. under nitrogen, treated with trans-benzyl(chloro)bis(triphenylphosphine)palladium(II) (0.57 g, 76 mmol), treated with methyl 2-(chloroformylmethoxy)acetate (12.6 g, 76 mmol) dropwise over 0.5 hours, stirred for 0.5 hours at 0° C., stirred for 16 hours at ambient temperature, treated with 1M HCl (40 mL) and then brine (20 mL). The organic layer was dried (MgSO4), filtered and concentrated. The residue was purified by flash chromatography over silica gel (1:2 ethyl acetate/hexanes) to provide the title compound (5.2 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06191140B1 |
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| Source dataset | uspto-grants-2001_02 |
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| ORD ID | ord-51f80755275f44c8b612c5f75ade9500 |
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| Source note | uspto-grants-2001_02 |
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