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[ CAS No. 38628-51-2 ]

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Chemical Structure| 38628-51-2
Chemical Structure| 38628-51-2
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Product Details of [ 38628-51-2 ]

CAS No. :38628-51-2 MDL No. :MFCD00016560
Formula : C10H10O4 Boiling Point : 406.1°C at 760 mmHg
Linear Structure Formula :- InChI Key :-
M.W :194.18 g/mol Pubchem ID :854054
Synonyms :

Safety of [ 38628-51-2 ]

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 [ 38628-51-2 ]

  • Upstream synthesis route of [ 38628-51-2 ]
  • Downstream synthetic route of [ 38628-51-2 ]

[ 38628-51-2 ] Synthesis Path-Upstream   1~17

  • 1
  • [ 38628-51-2 ]
  • [ 88371-24-8 ]
Reference: [1] Chemische Berichte, 1889, vol. 22, p. 2279[2] Chemische Berichte, 1890, vol. 23, p. 3086
  • 2
  • [ 19675-63-9 ]
  • [ 38628-51-2 ]
Reference: [1] Chemistry - A European Journal, 2012, vol. 18, # 28, p. 8673 - 8680
[2] Journal of the Chemical Society, 1928, p. 2576
  • 3
  • [ 56148-65-3 ]
  • [ 38628-51-2 ]
Reference: [1] Chemical and Pharmaceutical Bulletin, 2013, vol. 61, # 8, p. 846 - 852
  • 4
  • [ 619-66-9 ]
  • [ 38628-51-2 ]
Reference: [1] Journal of the Chemical Society, 1928, p. 2576
[2] Chemical and Pharmaceutical Bulletin, 2013, vol. 61, # 8, p. 846 - 852
  • 5
  • [ 42287-94-5 ]
  • [ 38628-51-2 ]
Reference: [1] Chemische Berichte, 1900, vol. 33, p. 2626
  • 6
  • [ 1505-50-6 ]
  • [ 38628-51-2 ]
Reference: [1] Justus Liebigs Annalen der Chemie, 1928, vol. 462, p. 147
  • 7
  • [ 58420-21-6 ]
  • [ 38628-51-2 ]
Reference: [1] Chemische Berichte, 1889, vol. 22, p. 2279[2] Chemische Berichte, 1890, vol. 23, p. 3086
  • 8
  • [ 18664-39-6 ]
  • [ 38628-51-2 ]
Reference: [1] Chemische Berichte, 1900, vol. 33, p. 2626
  • 9
  • [ 59577-61-6 ]
  • [ 38628-51-2 ]
Reference: [1] Chemische Berichte, 1889, vol. 22, p. 2279[2] Chemische Berichte, 1890, vol. 23, p. 3086
  • 10
  • [ 4441-89-8 ]
  • [ 38628-51-2 ]
Reference: [1] Chemische Berichte, 1889, vol. 22, p. 2279[2] Chemische Berichte, 1890, vol. 23, p. 3086
  • 11
  • [ 122-03-2 ]
  • [ 38628-51-2 ]
Reference: [1] Chemische Berichte, 1889, vol. 22, p. 2279[2] Chemische Berichte, 1890, vol. 23, p. 3086
  • 12
  • [ 2051-18-5 ]
  • [ 38628-51-2 ]
Reference: [1] Chemische Berichte, 1889, vol. 22, p. 2279[2] Chemische Berichte, 1890, vol. 23, p. 3086
  • 13
  • [ 857803-77-1 ]
  • [ 38628-51-2 ]
Reference: [1] Journal of the Chemical Society, 1928, p. 2576
  • 14
  • [ 80305-93-7 ]
  • [ 38628-51-2 ]
Reference: [1] Journal of the Chemical Society, 1928, p. 2576
  • 15
  • [ 683216-43-5 ]
  • [ 38628-51-2 ]
Reference: [1] Journal of the Chemical Society, 1928, p. 2576
[2] Journal of the Chemical Society, 1928, p. 2576
  • 16
  • [ 58420-21-6 ]
  • [ 7697-37-2 ]
  • [ 38628-51-2 ]
Reference: [1] Chemische Berichte, 1889, vol. 22, p. 2279[2] Chemische Berichte, 1890, vol. 23, p. 3086
  • 17
  • [ 38628-51-2 ]
  • [ 60031-08-5 ]
YieldReaction ConditionsOperation in experiment
90% at 180℃; for 1 h; Neat (no solvent) 6-Carboxy-1-indanone used as the starting material of example 206 was prepared according to the following procedure: 3- (4-carboxyphenyl) propionic acid (5 g, 0.026 mol), frash AICI3 (25 g, 7.2 eq, 0.187 mol), and NaCI (2.5 g, 10percent w/w of AICI3 used) were loaded into a 100 mL flask fitted with a condenser and internal thermometer going to the bottom of the flask. The flask was shaken briefly to mix the solids, then heated in an oil bath set to 190 °C. Internal temperature was held at or above 180° C for 1 h (reaction will fuse to form a dark brown liquid), then the mixture was cooled, and washed with water into a 2000 mL beaker containing ice. 180 mL of 6 M HCI and 250 mL of EtOAc were added. The layers were separated and the aqueous layer extracted with EtOAc (3 x 200 mL). Combined organic layers were washed with 2 M HCI, water, and brine, dried with MgS04, filtered and concentrated in vacuo to yield 6-carboxy-1-indanone (4.10 g, 90percent) as a light brown solid directly used for the next step synthesis.
90%
Stage #1: at 190℃; for 2 h;
Stage #2: With hydrogenchloride In water; ethyl acetate at 25℃; Cooling with ice bath
Step 1:
A mixture of compound 1 (82.4 mmol, 1.0 eq.), AlCl3 (593.8 mmol, 7.2 eq.) and NaCl (10percent w/w of AlCl3 used) was heated at 190° C. for 2 h.
The reaction mixture was cooled to 25° C., the tacky mass was dissolved in ice-cold water and the solution was shaken with crushed ice in a 5 l glass beaker.
A mixture of 600 ml of a 6 N HCl and 750 ml of ethyl acetate was added to the reaction mixture.
The organic phase was separated off and the aqueous phase was extracted with ethyl acetate (3*650 ml).
The combined organic phases were washed with 2 M HCl (100 ml), water (2*100 ml) and sat. NaCl solution (100 ml) and dried over sodium sulfate.
The solvent was concentrated in vacuo in order to obtain the desired product 2. Yield: 90percent
Reference: [1] Patent: WO2005/87236, 2005, A1, . Location in patent: Page/Page column 39
[2] Patent: US2010/249095, 2010, A1, . Location in patent: Page/Page column 68-69
[3] Tetrahedron, 1995, vol. 51, # 1, p. 203 - 216
[4] Journal of the Chemical Society, 1956, p. 4647,3652
[5] Patent: US2012/71461, 2012, A1, . Location in patent: Page/Page column 60
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