HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1008306Generated: October 30, 2026
Dimethylformamide → 2-(3-{3-[2-Ethyl-5-hydroxy-4-(2H-pyrazol-3-yl)phenoxy]propoxy}-2-propyl-phenoxy)benzoic acid
https://huagongshe.com/reaction/1008306
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Dimethylformamide dimethyl acetal | HCID 78373 | — |
| Reactant | 2-{3-[3-(4-Acetyl-5-benzyloxy-2-ethylphenoxy)propoxy]-2-propyl-phenoxy}benzoic acid methyl ester | HCID 60111170 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(3-{3-[2-Ethyl-5-hydroxy-4-(2H-pyrazol-3-yl)phenoxy]propoxy}-2-propyl-phenoxy)benzoic acid | HCID 135528988 | 63% |
Reaction Steps
A mixture of 2-(3-{3-[4-acetyl-5-benzyloxy-2-ethylphenoxy]propoxy}-2-propylphenoxy)benzoic acid methyl ester (3.07 g, 5.04 mmol) and dimethylformamide dimethylacetal (0.9 mL, 7 mmol) in N,N-dimethylformamide (3 mL) was heated at 110-120° C. for 35 h. The mixture was cooled to room temperature and diluted with a mixture of ethyl acetate and 1 N hydrochloric acid. The organic layer was separated, washed twice with water, once with saturated sodium chloride solution, dried (sodium sulfate), filtered, and concentrated in vacuo. Chromatography (silica gel, 30% ethyl acetate/70% hexane to ethyl acetate) of the residue provided 2.1 g (63%) of the title compound as a yellow oil. TQF MS ES+ exact mass calculated for C40H46NO7 (p+1): m/z=652.3274. Found: 652.3270. IR (CHCl3, cm−1) 2965, 1720, 1605. Anal. Calcd for C40H45NO7: C, 73.71; H, 6.96; N, 2.15. Found: C, 73.72; H, 6.95; N, 2.18.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06797723B1 |
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| Source dataset | uspto-grants-2004_09 |
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| ORD ID | ord-f12e47340f0645669d38950fdef6a5d4 |
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| Source note | uspto-grants-2004_09 |
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