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Chemical Structure| 621-37-4 Chemical Structure| 621-37-4
Chemical Structure| 621-37-4

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3-Hydroxyphenylacetic acid is an endogenous metabolite.

Synonyms: 3-HPAA; NSC 14360; meta-Hydroxyphenylacetic Acid

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Product Details of 3-Hydroxyphenylacetic acid

CAS No. :621-37-4
Formula : C8H8O3
M.W : 152.15
SMILES Code : C1=C(C=CC=C1O)CC(O)=O
Synonyms :
3-HPAA; NSC 14360; meta-Hydroxyphenylacetic Acid
MDL No. :MFCD00004337
InChI Key :FVMDYYGIDFPZAX-UHFFFAOYSA-N
Pubchem ID :12122

Safety of 3-Hydroxyphenylacetic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 3-Hydroxyphenylacetic acid

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 621-37-4 ]

[ 621-37-4 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 60211-57-6 ]
  • [ 621-37-4 ]
  • [ 29022-11-5 ]
  • resin-bound phenol [ No CAS ]
  • {2-[3-(3,5-dichloro-benzyloxy)-phenyl]-acetylamino}-acetic acid [ No CAS ]
  • 2
  • [ 30235-28-0 ]
  • [ 621-37-4 ]
  • methanesulfonic acid 3-[(4-pyridin-4-yl-thiazol-2-ylcarbamoyl)-methyl]-phenyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
65% With N-(1-methanesulfonyl) benzotriazole; triethylamine; In tetrahydrofuran; at 160℃; for 0.166667h;Microwave; Methanesulfonic acid 3- [ (4-PYRIDIN-4-YL-THIAZOL-2-YLCARBAMOYL)-METHYL]- phenyl ester: 4- (4-PYRIDYL)-2-AMINOTHIAZOLE (317 mg, 1.79 MMOL), 3-HYDROXYPHENYLACETIC acid (343 mg, 2.25 mmol) and N- (1-METHANESULFONYL) benzotriazole (927 mg, 4.70 mmol) were placed in a microwave reaction vessel (Personal Chemistry, Uppsala, Sweden). THF (2 mL) was added followed by triethylamine (1.24 mL, 8.93 mmol) and the mixture heated in the sealed tube at 160C for 10 minutes. Upon cooling to room temperature the solvent was concentrated and ethanol added. The mixture was stored at -20C and then the precipitated product was filtered, washed with ethanol and dried. (910 mg, 65%). LH NMR (500 MHz, DMSO-d6) 12.62 (1H, s), 8.63 (2H, d), 7.98 (1H, s), 7.84 (2H, d), 7.47 (1H, m), 7.36 (2H, m), 7.27 (1H, m), 3.89 (2H, s), 3.40 (3H, s). LC-MS Rt = 2.1 min, [M+H] + = 390, [M-H]-= 388.
  • 3
  • [ 621-37-4 ]
  • [ 146137-78-2 ]
  • [ 1182350-33-9 ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate; In tetrahydrofuran; acetonitrile; at 70℃; for 72h; Step 1: [3-(2-Formyl-4-trifluoromethyl-phenoxy)-phenyll -acetic acid[00412] 3-Hydroxyphenylacetic acid (1.Og, 5.2mmol), 2-fluoro-5-(trifluoromethyl)benzaldehyde (l.Og, 6.6mmol), and potassium carbonate (2.2g, 15.6mmol) were combined in THF (2OmL) and MeCN (2OmL) and heated to 700C for 3 days. After acidic work-up, the crude material was purified by silica gel chromatography (20-100% EtO Ac in hexanes) to give the desired product (0.25g).
Example 12: Synthesis of (3-{2-|((lS^R)-2-Hydroxy-l-methyl-2-phenyl-ethylamino)-mcthyll- 4-trifluoromethyl-phenoxy}-phcnyl)-acetic acid (Compound 1-12); Step 1: [3-(2-Formyl-4-trifluoromethyl-phenoxy)-phenyl]-acetic acid; [00425] 3-Hydroxyphenylacetic acid (Ig, 5.2mmol), 2-fluoro-5-(trifluoromethyl)benzaldehyde (Ig, 6.6mmol), and potassium carbonate (2.2g, 15.6mmol) were combined in THF (2OmL) and MeCN (2OmL), and the reaction was stirred at 70C for 3 days. After acidic workup, the crude material was purified by silica gel chromatography (20-100% EtOAc in hexanes) to give the title compound.
  • 4
  • [ 30235-28-0 ]
  • [ 621-37-4 ]
  • [ 692870-92-1 ]
 

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