Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | HCID 817777 | HCID 817777 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 13911463 | HCID 13911463 | 77% |
Reaction Steps
A mixture of ethyl 2-[2-(1,1-dimethylethyl)-4-chloropyrimidin-5-yl]acetate (18 g), toluene (180 cm3), zinc dust (36 g) and 3 molar ammonium hydroxide solution saturated with sodium chloride (180 cm3) was heated at 100° C. for 120 hours. After cooling and filtering to remove the solid component the organic phase was separated, the aqueous phase washed with ethyl acetate and the washings combined with the organic phase. After washing the organic phase with water and drying over anhydrous magnesium sulphate the solvents were removed by evaporation under reduced pressure and the residual oil (16 g) was subjected to purification by column chromatography using a silica column eluted with dichloromethane to yield ethyl 2-[2-(1,1-dimethylethyl)pyrimidin-5-yl]acetate (12 g) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05010200 |
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| Source dataset | uspto-grants-1991_04 |
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| ORD ID | ord-78d9bb6eb837406ba199c2cc4f0ee2a7 |
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| Source note | uspto-grants-1991_04 |
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