HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1650366Generated: October 29, 2026
Carbon Dioxide → 2,3,4,5-Tetrahydro-1-benzoxepin-9-carboxylic acid
https://huagongshe.com/reaction/1650366
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Carbon Dioxide | HCID 280 | — |
| Reactant | N,N,N',N'-Tetramethylethylenediamine | HCID 8037 | — |
| Reactant | 2,3,4,5-Tetrahydro-1-benzoxepine | HCID 22552 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 2,3,4,5-Tetrahydro-1-benzoxepin-9-carboxylic acid | HCID 12701150 | — |
Reaction Steps
To 17.6 ml n-butyllithium (2.5M, 0.044 mol) in 63 ml hexane is added dropwise (0.044 mol) 5.1 g tetramethylethylenediamine (TMEDA) and 5 g (0.034 mol) of 2,3,4,5-tetrahydro-1-benzoxepin. The reaction mixture is stirred overnight. The reaction mixture is then chilled to 0° C. and carbonated with dry ice for an hour. Water (110 ml) is added and the mixture is filtered and the aqueous phase acidified with 4N HCl. The resultant oil is extracted into methylene chloride and dried (MgSO4). After filtering and concentrating in vacuo, 2,3,4,5-tetrahydro-1-benzoxepin-9-carboxylic acid results as a tan solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04924010 |
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| Source dataset | uspto-grants-1990_05 |
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| ORD ID | ord-51ebac0614dc4feda53ff77b2eede7b5 |
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| Source note | uspto-grants-1990_05 |
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