2,3-Dihydro-alpha-hydroxy-5-benzofuranacetic acid

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2,3-Dihydro-alpha-hydroxy-5-benzofuranacetic acid manufacturers

2,3-Dihydro-alpha-hydroxy-5-benzofuranacetic acid Basic information
Product Name:2,3-Dihydro-alpha-hydroxy-5-benzofuranacetic acid
Synonyms:2,3-Dihydro-alpha-hydroxy-5-benzofuranacetic acid;2-(2,3-dihydro-5-benzofuranyl)-2-hydroxyacetic acid;5-Benzofuranacetic acid, 2,3-dihydro-a-hydroxy-;2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyacetic acid;2-(2,3-Dihydrobenzofuran-5-yl);5-Benzofuranacetic acid, 2,3-dihydro-α-hydroxy-;2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyacetic acid
CAS:69999-15-1
MF:C10H10O4
MW:194.18
EINECS:
Product Categories:
Mol File:69999-15-1.mol
2,3-Dihydro-alpha-hydroxy-5-benzofuranacetic acid Structure
2,3-Dihydro-alpha-hydroxy-5-benzofuranacetic acid Chemical Properties
Boiling point 407.2±33.0 °C(Predicted)
density 1.435
storage temp. Sealed in dry,Room Temperature
pka3.53±0.11(Predicted)
Safety Information
MSDS Information
2,3-Dihydro-alpha-hydroxy-5-benzofuranacetic acid Usage And Synthesis
Synthesis
2-AMINO-2-(2,3-DIHYDRO-1-BENZOFURAN-5-YL)ACETIC ACID

71922-83-3

2,3-Dihydro-alpha-hydroxy-5-benzofuranacetic acid

69999-15-1

2-Amino-2-(2,3-dihydrobenzofuran-5-yl)acetic acid (200 mg, 1.04 mmol) was used as starting material and dissolved in glacial acetic acid (250 mg, 4.14 mmol). An aqueous solution of sodium nitrite (145 mg, 2.08 mmol) was added dropwise (~5 mL) under stirring. Subsequently, additional glacial acetic acid (1 mL) was added and the reaction mixture was heated to 65 °C and kept at this temperature for 4 hours. Upon completion of the reaction, the mixture was cooled to room temperature, diluted with water and extracted several times with ethyl acetate. The organic phases were combined, dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to afford the target product 2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyacetic acid in about 65% yield. The product was confirmed by NMR hydrogen spectrum (DMSO-D6): δ 7.15 (m, 3H), 5.18 (d, 1H), 4.78 (t, 2H), 3.34 (t, 2H).

References[1] Patent: US4138397, 1979, A
[2] Patent: US4229575, 1980, A
[3] Journal of Medicinal Chemistry, 1980, vol. 23, # 4, p. 405 - 412
2,3-Dihydro-alpha-hydroxy-5-benzofuranacetic acid Preparation Products And Raw materials
Raw materials2-Amino-2-(2,3-dihydro-1-benzofuran-5-yl)acetic acid-->Acetic acid-->Sodium nitrite
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