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[ CAS No. 53088-68-9 ]

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Chemical Structure| 53088-68-9
Chemical Structure| 53088-68-9
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CAS No. :53088-68-9 MDL No. :MFCD00800679
Formula : C9H9ClO2 Boiling Point : 240.3±15.0°C at 760 mmHg
Linear Structure Formula :- InChI Key :-
M.W :184.62 g/mol Pubchem ID :2733544
Synonyms :

Safety of [ 53088-68-9 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 53088-68-9 ]

  • Upstream synthesis route of [ 53088-68-9 ]
  • Downstream synthetic route of [ 53088-68-9 ]

[ 53088-68-9 ] Synthesis Path-Upstream   1~12

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  • [ 22908-28-7 ]
Reference: [1] Journal of Organic Chemistry, 1995, vol. 60, # 20, p. 6389 - 6396
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  • [ 5182-44-5 ]
Reference: [1] Bulletin of the Chemical Society of Japan, 1959, vol. 32, p. 1135,1136
[2] Chemische Berichte, 1960, vol. 93, p. 1496 - 1506
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  • [ 53088-68-9 ]
  • [ 14161-84-3 ]
Reference: [1] Journal of Organic Chemistry, 2003, vol. 68, # 19, p. 7234 - 7242
[2] Patent: US2014/187538, 2014, A1,
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  • [ 67-56-1 ]
  • [ 1878-65-5 ]
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YieldReaction ConditionsOperation in experiment
97.8% at 0 - 20℃; for 3 h; Inert atmosphere; Schlenk technique General procedure: Thionyl chloride (1.06 mL, 14.63 mmol) was added to dropwise the solution of phenyl aceticacid derivatives (1 g, 4.877 mmol) in methanol (10 mL) at 0 . The reaction was allowed to room temperature for 3 h. The reaction mixture was evaporated under reduced pressure. The residue was dissolved ethyl acetate and water. The mixture was extracted with ethyl acetate and washed with sodium hydrogen carbonate aqueous solution. The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure to give 6a-f.
Reference: [1] Tetrahedron, 1997, vol. 53, # 38, p. 13149 - 13164
[2] Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 13, p. 2843 - 2866
[3] Journal of Medicinal Chemistry, 2001, vol. 44, # 17, p. 2701 - 2706
[4] Bioorganic and Medicinal Chemistry, 2007, vol. 15, # 4, p. 1679 - 1693
[5] Tetrahedron Letters, 2003, vol. 44, # 2, p. 331 - 334
[6] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 20, p. 5515 - 5518
[7] Tetrahedron, 2002, vol. 58, # 51, p. 10113 - 10126
[8] Chemische Berichte, 1960, vol. 93, p. 1496 - 1506
[9] Journal of Medicinal Chemistry, 1993, vol. 36, # 23, p. 3738 - 3742
[10] Patent: US2012/252802, 2012, A1, . Location in patent: Page/Page column 77-78
[11] Advanced Synthesis and Catalysis, 2015, vol. 357, # 11, p. 2479 - 2484
[12] Synlett, 2015, vol. 26, # 13, p. 1880 - 1884
[13] Angewandte Chemie - International Edition, 2017, vol. 56, # 14, p. 3987 - 3991[14] Angew. Chem., 2017, vol. 129, # 14, p. 4045 - 4049,5
[15] Journal of Chemistry, 2017, vol. 2017,
[16] Angewandte Chemie - International Edition, 2018, vol. 57, # 32, p. 10357 - 10361[17] Angew. Chem., 2018, vol. 130, p. 10514 - 10518,5
[18] Journal of Agricultural and Food Chemistry, 2018, vol. 66, # 44, p. 11797 - 11805
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  • [ 74-88-4 ]
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YieldReaction ConditionsOperation in experiment
63%
Stage #1: With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 20℃; for 1 h;
Stage #2: at 20℃; for 48 h;
General procedure: To 15 mmol of appropriate phenylacetic acid in 45 mL of dried toluene 15 mmol of DBU was added and the reaction mixture was stirred in roomtemperature for 1 h. After that time 15 mmol of iodomethane was added and stirring was continued for 2 days. Then, the solvent was evaporated, the residuewas dissolved in ethyl acetate and washed with 0.5percent NaOH and brine. Organic layer was dried over anhydrous Na2SO4. Finally, the solvent was evaporated togive the product as colorless oils. 1.2.1. Methyl 2-(3-chlorophenyl)acetate (4e)CAS: 53088-68-9. Colorless oil, yield 63percent, 1H NMR [DMSO-d6] : 7.29-7.34 (m, 3H, Ph-4,5,6-H), 7.20-7.23 (m, 1H, Ph-2-H), 3.71 (s, 2H, Ph-CH2), 3.60 (s, 3H,CH3).
Reference: [1] European Journal of Medicinal Chemistry, 2017, vol. 135, p. 117 - 124
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YieldReaction ConditionsOperation in experiment
100% With sulfuric acid In methanol; 1,1-dichloroethane Example 84
4-[1-[3-chloro-4-[1N'-(2-methylphenyl)ureido]phenylacetyl]-(4S)-fluoro-(2S)-pyrrolidinyl]methoxybenzoic Acid
To a stirred solution of 3-chlorophenylacetic acid (21.76 g, 127.6 mmol) in dichloroethane (100 ml) was added MeOH (15.6 ml, 383 mmol) and H2SO4 (1 ml) at room temperature.
After 20 minutes stirring, the mixture was heated at 80° C. for 2 h.
The reaction mixture was poured into ice water and extracted with CHCl3.
The combined extracts were washed with aq NaHCO3 and brine.
After dried over Na2SO4, the extract was concentrated in vacuo to give methyl 3-chlorophenylacetate (25.4 g, 100percent) as a colorless oil. 1H-NMR (CDCl3) δ 3.60 (s,21), 3.70 (s, 3H), 7.15-7.26 (m, 4H).
Reference: [1] Patent: US2003/78249, 2003, A1,
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Reference: [1] Patent: US2014/187538, 2014, A1, . Location in patent: Page/Page column
  • 8
  • [ 7664-93-9 ]
  • [ 1878-65-5 ]
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Reference: [1] Patent: US6048893, 2000, A,
[2] Patent: US6124343, 2000, A,
  • 9
  • [ 84508-62-3 ]
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Reference: [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1982, # 11, p. 2575 - 2582
  • 10
  • [ 67-56-1 ]
  • [ 99-02-5 ]
  • [ 53088-68-9 ]
  • [ 247179-34-6 ]
Reference: [1] Tetrahedron Letters, 2007, vol. 48, # 17, p. 3003 - 3007
  • 11
  • [ 124-41-4 ]
  • [ 81447-63-4 ]
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Reference: [1] Helvetica Chimica Acta, 1998, vol. 81, # 2, p. 251 - 267
  • 12
  • [ 20667-76-9 ]
  • [ 1878-65-5 ]
  • [ 53088-68-9 ]
  • [ 106-49-0 ]
Reference: [1] Gazzetta Chimica Italiana, 1989, vol. 119, # 8, p. 453 - 456
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