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29913-51-7

29913-51-7 Structure

29913-51-7 Structure
IdentificationBack Directory
[Name]

4-hydroxy-.alpha.,.alpha.-dimethyl-Benzeneacetic acid
[CAS]

29913-51-7
[Synonyms]

4-Hydroxy-α,α-dimethylbenzeneacetic acid
2-(4-Hydroxyphenyl)-2-methylpropanoicaci
4-Hydroxy-α,α-dimethyl-benzeneacetic acid
2-(4-Hydroxyphenyl)-2-Methylpropanoic acid
Benzeneacetic acid, 4-hydroxy-α,α-diMethyl-
Benzeneacetic acid, 4-hydroxy-alpha,alpha-diMethyl-
4-hydroxy-.alpha.,.alpha.-dimethyl-Benzeneacetic acid
[Molecular Formula]

C10H12O3
[MDL Number]

MFCD00995712
[MOL File]

29913-51-7.mol
[Molecular Weight]

180.2
Chemical PropertiesBack Directory
[Boiling point ]

345.5±17.0 °C(Predicted)
[density ]

1?+-.0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[pka]

4.60±0.10(Predicted)
Safety DataBack Directory
[HS Code ]

2918290090
Hazard InformationBack Directory
[Synthesis]

4-methoxy-.alpha.,.alpha.-dimethyl-Benzeneacetic acid

2955-46-6

4-hydroxy-.alpha.,.alpha.-dimethyl-Benzeneacetic acid

29913-51-7

Step 24c: Synthesis of 2-(4-hydroxyphenyl)-2-methylpropanoic acid (Compound 0804-27) 2-(4-Methoxyphenyl)-2-methylpropanoic acid (Compound 0803-27) (0.85 g, 4.38 mmol) was mixed with pyridine hydrochloride (2.82 g, 24.40 mmol) and the reaction was heated at 180 °C for 5 hours. After completion of the reaction, the mixture was cooled to room temperature and the pH was adjusted to 6 with dilute hydrochloric acid (1 M), followed by extraction with ethyl acetate. The organic layer was separated, dried with anhydrous sodium sulfate and concentrated to give the target product 0804-27 (0.61 g, 76% yield) as a colorless oil.LCMS detection showed m/z of 181 [M + 1]+.1H NMR (400 MHz, DMSO-d6) data were as follows: δ 1.41 (s, 6H), 6.70 (d, J = 8.8 Hz, 2H) , 7.13 (d, J = 8.8Hz, 2H), 9.28 (s, 1H), 12.16 (s, 1H).

[References]

[1] Journal of Medicinal Chemistry, 1994, vol. 37, # 26, p. 4508 - 4521
[2] Patent: WO2005/121102, 2005, A2. Location in patent: Page/Page column 25-26
[3] Patent: WO2009/36016, 2009, A1. Location in patent: Page/Page column 78c
[4] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 17, p. 4567 - 4570
[5] Journal of Medicinal Chemistry, 2010, vol. 53, # 16, p. 6129 - 6152
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