Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | (4-ethoxyphenyl)hydrazine hydrochloride | HCID 12489802 | — |
| Reactant | HCID 23711128 | HCID 23711128 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 18700293 | HCID 18700293 | — |
Reaction Steps
At -40° C., 1.65 ml of isobutyl chloroformate are added to a mixture of 2.63 g of sodium 4,4-ethylenedioxycyclohexanoate in 20 ml of tetrahydrofuran followed by 1.8 ml of triethylamine. The reaction mixture is stirred for 2 hours at 0° C., then at -20° C., 2.4 g of 4-ethoxyphenylhydrazine hydrochloride are added; the reaction mixture is stirred for 2 hours at 0° C. then 100 ml of water are added and it is extracted with ethyl acetate. The organic phases are washed successively with water, with a solution of potassium bisulfate (pH=2), with a saturated potassium carbonate solution, dried over magnesium sulfate and evaporated off. The expected product is obtained after crystallisation from diethyl ether; M.p.=158° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06090818 |
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| Source dataset | uspto-grants-2000_07 |
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| ORD ID | ord-1d1079b9e4024387b1b01701b6149839 |
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| Source note | uspto-grants-2000_07 |
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