HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → 1-(Thiophen-3-yl)cyclopropan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 3-Thiophenecarboxylic acid, ethyl ester | HCID 79824 | — |
| Reactant | HCID 178418443 | HCID 178418443 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 1-(Thiophen-3-yl)cyclopropan-1-ol | HCID 57437550 | — |
Reaction Steps
1.37 ml (10.00 mmol) ethylthiophene-3-carboxylate and 0.29 ml (1.00 mmol)titanium tetra-isopropyloxide are placed in 5 ml diethyl ether, 21.20 ml (21.20 mmol) ethylmagnesium bromide (Grignard reagent in tetrahydrofuran) in 15 ml diethyl ether are added dropwise within 1 hour, while the temperature should not rise above 20° C. The reaction mixture is stirred for 1.5 hours, then hydrolysed with 10% sulphuric acid. The aqueous phase is extracted with diethyl ether, the combined organic phases are dried and evaporated to dryness. The residue is purified by chromatography. Yield: 0.330 g (24% of theoretical)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07550472B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-2a06da8ace2f4871b83320ede1819e42 |
| Source note | uspto-grants-2009_06 |