HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749457Generated: November 1, 2026
Dimethylformamide → HCID 118162111, compound
https://huagongshe.com/reaction/1749457
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 118162178 | HCID 118162178 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | HCID 118162111 | HCID 118162111 | 38% |
Reaction Steps
A mixture of tert-butyl 4-bromo-3-(trifluoromethoxy)phenethylcarbamate (460 mg, 1.2 mmol), zinc cyanide (463 mg, 1.56 mmol) and tetrakis(triphenylphosphine)palladium (69 mg, 0.06 mmol) in DMF (10 mL) was stirred at 160° C. for 1 h under nitrogen. The reaction was treated with saturated sodium hydrogen carbonate and extracted with ethyl acetate (30 mL×3). The combined organic layers were washed with brine, dried, concentrated and purified by preparative thin layer chromatography (2.9% MeOH in DCM) to afford the title compound (150 mg, 0.45 mmol, 38% yield). MS (ESI) m/z 331.1 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09156798B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-1969d6335e90493bb81f29ba676fa1a6 |
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| Source note | uspto-grants-2015_10 |
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