![](/CAS/GIF/726174-52-3.gif)
(6-HYDROXY-BENZOFURAN-3-YL)-ACETIC ACID METHYL ESTER synthesis
- Product Name:(6-HYDROXY-BENZOFURAN-3-YL)-ACETIC ACID METHYL ESTER
- CAS Number:726174-52-3
- Molecular formula:C11H10O4
- Molecular Weight:206.19
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67-56-1
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![2-(6-HYDROXY-1-BENZOFURAN-3-YL) ACETIC ACID](/CAS/GIF/69716-04-7.gif)
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Yield: 100%
Reaction Conditions:
with sulfuric acid in water at 60;
Steps:
348.1 Step 1:
To a solution of 2-(6-hydroxy-1-benzofuran-3-yl) acetic acid (2.00 g, 10.4 mmol) in methanol (11.0 mL) was added conc sulfuric acid (1.2 mL). The reaction mixture was stirred at 60 °C overnight. Analysis by tlc/LCMS indicated consumption of the starting material and formation of the amine product ([M+lj = 207.09). The reaction mixture was cooled to rt, then carefully quenched by the addition of iN NaOH (to pH 6-7) and extracted with EtOAc (3 x). The organic layers were combined,washed with brine, dried (over Na2504), filtered then concentrated in vacuo to afford methyl 2-(6- hydroxybenzofuran-3-yl)acetate (2.15 g, quant), which was immediately processed in the subsequent step.
References:
GILEAD SCIENCES, INC.;AKTOUDIANAKIS, Evangelos;APPLEBY, Todd;CHO, Aesop;DU, Zhimin;GRAUPE, Michael;GUERRERO, Juan A.;JABRI, Salman Y.;LAD, Lateshkumar Thakorlal;MACHICAO TELLO, Paulo A.;MEDLEY, Jonathan William;METOBO, Samuel E.;MUKHERJEE, Prasenjit Kumar;NADUTHAMBI, Devan;NOTTE, Gregory;PARKHILL, Eric Q.;PHILLIPS, Barton W.;SIMONOVICH, Scott Preston;SQUIRES, Neil H.;VENKATARAMANI, Chandrasekar;WANG, Peiyuan;WATKINS, William J.;XU, Jie;YANG, Kin Shing;ZIEBENHAUS, Christopher Allen WO2018/195321, 2018, A1 Location in patent:Page/Page column 509
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25392-41-0
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108-46-3
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