HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2057163Generated: November 4, 2026
Cyclobutanecarboxylic acid → 1-(Cyclopropylmethyl)cyclobutane-1-carboxylic acid
https://huagongshe.com/reaction/2057163
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyclobutanecarboxylic acid | HCID 19494 | — |
| Reactant | Bromomethylcyclopropane | HCID 81503 | — |
| Reactant | 4-{[Tert-butyl(dimethyl)silyl]oxy}-4-[1-(cyclopropylmethyl) cyclobutyl]but-2-yn-1-ol | HCID 66888884 | — |
| Reactant | [1-(Cyclopropylmethyl)cyclobutyl]methanol | HCID 66889412 | — |
| Reactant | 1-(Cyclopropylmethyl)cyclobutane-1-carbaldehyde | HCID 85825791 | — |
| Reactant | 1-[1-(Cyclopropylmethyl)cyclobutyl]prop-2-yn-1-ol | HCID 86760617 | — |
| Reactant | Tert-butyl({1-[1-(cyclopropylmethyl)cyclobutyl]prop-2-ynyl}oxy) dimethylsilane | HCID 86760618 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | 1-(Cyclopropylmethyl)cyclobutane-1-carboxylic acid | HCID 45084786 | — |
Reaction Steps
The title compound was prepared according to the procedure described for Intermediate 15.1 from cyclobutanecarboxylic acid and (bromomethyl)cyclopropane. Intermediate 19.2: [1-(cyclopropylmethyl)cyclobutyl]methanol. The title compound was prepared according to the procedure described for Intermediate 15.2 from intermediate 19.1. Intermediate 19.3: 1-(cyclopropylmethyl)cyclobutanecarbaldehyde. The title compound was prepared according to the procedure described for Intermediate 15.3 from intermediate 19.2. Intermediate 19.4: 1-[1-(cyclopropylmethyl)cyclobutyl]prop-2-yn-1-ol. The title compound was prepared according to the procedure described for Intermediate 15.4 from intermediate 19.3. Intermediate 19.5: tert-butyl({1-[1-(cyclopropylmethyl)cyclobutyl]prop-2-ynyl}oxy) dimethylsilane. The title compound was prepared according to the procedure described for Intermediate 15.5 from intermediate 19.4. Rf 0.8 (EtOAc/hexanes 1/9). Intermediate 19.6: 4-{[tert-butyl(dimethyl)silyl]oxy}-4-[1-(cyclopropylmethyl) cyclobutyl]but-2-yn-1-ol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07335680B2 |
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| Source dataset | uspto-grants-2008_02 |
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| ORD ID | ord-cea4880982664d35bbe6a1aba5846d78 |
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| Source note | uspto-grants-2008_02 |
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