HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 983808Generated: October 27, 2026
Trifluoroacetic acid → [5-Formyl-6-(2-methoxy-ethoxymethoxy)-biphenyl-3-yl]-acetic acid methyl ester
https://huagongshe.com/reaction/983808
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | Acetonitrile--water (1/1) | HCID 18373917 | — |
| Reactant | Methyl 2-(3-bromo-5-formyl-4-((2-methoxyethoxy)methoxy)phenyl)acetate | HCID 54469909 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Potassium Carbonate | HCID 11430 | — |
| Product | [5-Formyl-6-(2-methoxy-ethoxymethoxy)-biphenyl-3-yl]-acetic acid methyl ester | HCID 54196773 | — |
Reaction Steps
The arylbromide (5) (118 mmol, 42.6 gr) was dissolved in about 430 ml of toluene in a 1 L flask to which 150 ml of 2M K2CO3 was added followed by 5.0 g (0.037 eq) of Pd(PPh3)4. After the addition of phenylboronic acid (2.0 eq, 29 gr) the flask was heated to 70° C. and the mixture stirred for 5 hours. HPLC of the reaction mixture indicated that the arylbromide had completely reacted and a dominant less polar moiety (89% pure, r.t.=8.5 min., 1-90% MeCN/H2O, 0.1% TFA) was observed.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06867200B1 |
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| Source dataset | uspto-grants-2005_03 |
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| ORD ID | ord-38d3785efda347b398acf25214fa01ae |
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| Source note | uspto-grants-2005_03 |
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