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Chemical Structure| 73401-74-8 Chemical Structure| 73401-74-8
Chemical Structure| 73401-74-8

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Product Details of 4-(Hydroxymethyl)phenylacetic acid

CAS No. :73401-74-8
Formula : C9H10O3
M.W : 166.17
SMILES Code : O=C(O)CC1=CC=C(CO)C=C1
MDL No. :MFCD00065692
InChI Key :FWZBPBKAANKOJQ-UHFFFAOYSA-N
Pubchem ID :3283498

Safety of 4-(Hydroxymethyl)phenylacetic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H319
Precautionary Statements:P305+P351+P338

Application In Synthesis of 4-(Hydroxymethyl)phenylacetic 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 [ 73401-74-8 ]

[ 73401-74-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 67-56-1 ]
  • [ 73401-74-8 ]
  • [ 22744-12-3 ]
YieldReaction ConditionsOperation in experiment
63% Methanol (6.38 g, 198.6 mmol), acetic acid (3.61 g, 60.18 mmol), calcium hypochlorite (4.30 g, 30.1 mmol) and molecular sieves (8.6 g) were added sequentially to a solution containing 2- (4- (hydroxymethyl) phenyl) acetic acid (7, 1.00 g, 6.02 rranol) in acetonitrile (50 mL) . The reaction mixture was stirred in dark at room temperature in argon atmosphere for 24 h. Another portion of methanol (6.38 g, 198.6 mmol) and calcium hypochloride (1.72 g, 12.0 mmol) were added to the reaction mixture and stirred for 24 h. NMR analysis showed complete consumption of both the starting material and the intermediate aldehyde. Water (20 mL) and sodium thiosulfate (4 g) were added to quench remaining hypochlorite. Added 50. mL sat. NaHC03 and filtered under suction. The filterate was washed with ethylacetate (30 mL x 2) . The aqueous layer was acidified with 2 N HC1 to pH ~2 and extracted with ethylacetate (50 mL x 3) . Combined organic layer was dried (anhydrous sodium sulfate) and concentrated in . vacuo. The crude product was chromatographed on silica gel (CH2Cl2/MeOH, 10:1) to yield target compound 8. Yield 740 mg, 63%. Rf = 0.53, *H NMR (CHC13, 400 MHz): delta 8.03 (d, J=8.3 Hz, 2H) , 7.38 (d, J = 8.3 Hz, 2H) , 3.93 (s, 3H) , 3.7 (s, 2H) ; 13C NMR (CHCI3, 100 MHz): delta 176.4, 166.8, 138.3, 129.9, 129.5, 129.3, 52.1, 40.8; [M+H]+ = 195.03 (APCI+) .
 

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