HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2089700Generated: October 27, 2026
Pyridine → Carbonic acid chloromethyl ester 2-fluoro-1,1-dimethylethyl ester
https://huagongshe.com/reaction/2089700
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Chloromethyl chloroformate | HCID 62754 | — |
| Reactant | 1-Fluoro-2-methylpropan-2-ol | HCID 10964414 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Heptane | HCID 8900 | — |
| Product | Carbonic acid chloromethyl ester 2-fluoro-1,1-dimethylethyl ester | HCID 86677420 | — |
Reaction Steps
Under nitrogen atmosphere, to a mixture of 1-fluoro-2-methylpropane-2-ol (THF solution, 5.25 g) [CAS No. 353-80-0](Biorg. Med. Chem., volume 19, page 1580, 2011), THF (95 ml) and chloromethyl chloroformate (7 ml), pyridine (6.4 ml) was added dropwise at −78° C. The resulting mixture was stirred overnight at room temperature, and then ethyl acetate (200 mL) and heptane (200 mL) were added to the mixture. The resulting mixture was sequentially washed with 0.5 N hydrochloric acid (300 mL), saturated aqueous sodium hydrogen carbonate solution (200 mL), water (200 mL), and saturated aqueous sodium chloride solution (200 mL), and dried over anhydrous magnesium sulfate. The resulting mixture was filtered, and the filtrate obtained was concentrated under reduced pressure. The residue obtained was distilled under reduced pressure to obtain the captioned compound (5.25 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08436009B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-e595f171379244c1b3a9faa2d298d61c |
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| Source note | uspto-grants-2013_05 |
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