HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1695234Generated: October 25, 2026
Hydrochloric Acid → 4-(1-Methylethoxy)-beta-oxobenzenepropanenitrile
https://huagongshe.com/reaction/1695234
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl 4-(1-methylethoxy)benzoate | HCID 3015807 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-(1-Methylethoxy)-beta-oxobenzenepropanenitrile | HCID 20387514 | — |
Reaction Steps
To a solution of 4-Isopropoxy-benzoic acid methyl ester (2.2 g, 11.2 mmol, 1.0 eq) in dry toluene (15 mL) under N2, NaH (50-60% dispersion in mineral oil, 1.1 g, 22.4 mmol, 2.0 eq) was added. The mixture was heated at 80° C. and then dry CH3CN was added dropwise (2.8 mL, 56.0 mmol, 5.0 eq). The reaction was heated for 18 hours, then was allowed to cool down to room temperature and acidified with HCl 2N. The organic phase was recovered and 2.0 g of crude were obtained and it was used for cyclization without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08163729B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-009cc470c01b4f7bba83b356848fb8bf |
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| Source note | uspto-grants-2012_04 |
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