HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710296Generated: October 28, 2026
Diisopropylethylamine → HCID 178491635, compound
https://huagongshe.com/reaction/710296
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-Chloro-p-anisic acid | HCID 169982 | — |
| Reactant | PyBroP | HCID 2733179 | — |
| Reactant | HCID 178513238 | HCID 178513238 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 178491635 | HCID 178491635 | 93.3% |
Reaction Steps
To a solution of the product of Step B (0.25 g; 1.43 mmol), and the product of Step C (0.23 g; 1.31 mmol) in anhydrous THF (5 ml), PyBroP (0.67 g; 1.44 mmol) was added followed by DIPEA (0.57 ml; 3.3 mmol), with stirring, at room temperature under N2. After 1 h of stirring, the mixture was diluted to 20 ml with EtOAc, washed with saturated NH4Cl (5 ml), brine, dried over anhydrous MgSO4 and filtered. The filtrate was evaporated to dryness under reduced pressure and the residue was purified by crystallization from EtOAc/hexane to give the title compound (0.42 g; 93%), as a creamy solid. 1H-NMR (CD3OD) 3.96 (s, 3H); 5.41 (s, 1H); 6.52 (d, 1H, J=3.2 Hz); 7.14 (d, 1H, J=8.7 Hz); 7.27 (d, 1H, J=3.2 Hz); 7.41-7.77 (m, 2H); 8.0 (s, 1H); 8.11 (dd, 1H, J=2; 8.7 Hz); 8.15 (d, 1H, J=2 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181182B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-d9dd7e0ed20a4de39a718bcf6393fba2 |
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| Source note | uspto-grants-2015_11 |
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