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[ CAS No. 606-28-0 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 606-28-0
Chemical Structure| 606-28-0
Chemical Structure| 606-28-0
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Quality Control of [ 606-28-0 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification
Alternatived Products of [ 606-28-0 ]

Product Details of [ 606-28-0 ]

CAS No. :606-28-0 MDL No. :MFCD00017187
Formula : C15H12O3 Boiling Point : -
Linear Structure Formula :- InChI Key :NQSMEZJWJJVYOI-UHFFFAOYSA-N
M.W : 240.25 Pubchem ID :11816
Synonyms :

Calculated chemistry of [ 606-28-0 ]

Physicochemical Properties

Num. heavy atoms : 18
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.07
Num. rotatable bonds : 4
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 67.6
TPSA : 43.37 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.85 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.4
Log Po/w (XLOGP3) : 2.7
Log Po/w (WLOGP) : 2.7
Log Po/w (MLOGP) : 2.71
Log Po/w (SILICOS-IT) : 3.31
Consensus Log Po/w : 2.76

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.26
Solubility : 0.132 mg/ml ; 0.00055 mol/l
Class : Soluble
Log S (Ali) : -3.26
Solubility : 0.131 mg/ml ; 0.000545 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.95
Solubility : 0.00272 mg/ml ; 0.0000113 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.17

Safety of [ 606-28-0 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 606-28-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 606-28-0 ]

[ 606-28-0 ] Synthesis Path-Downstream   1~88

  • 1
  • [ 186581-53-3 ]
  • [ 85-52-9 ]
  • [ 606-28-0 ]
Reference： [1]Monatshefte fur Chemie,1904,vol. 25,p. 1199
    Chemische Berichte,1905,vol. 38,p. 2490
[2]Monatshefte fur Chemie,1904,vol. 25,p. 1199
    Chemische Berichte,1905,vol. 38,p. 2490
  • 2
  • [ 67-56-1 ]
  • [ 85-52-9 ]
  • [ 606-28-0 ]
Reference： [1]Monatshefte fur Chemie,1904,vol. 25,p. 480
[2]Bulletin de la Societe Chimique de France,1901,vol. <3> 25,p. 53
[3]Journal of labelled compounds and radiopharmaceuticals,1997,vol. 40,p. 88 - 90
[4]Journal of Medicinal Chemistry,1998,vol. 41,p. 157 - 166
  • 3
  • [ 67-56-1 ]
  • [ 85-52-9 ]
  • [ 606-28-0 ]
  • [ 7335-63-9 ]
Reference： [1]Journal of the American Chemical Society,1941,vol. 63,p. 1537,1540
  • 4
  • [ 67-56-1 ]
  • [ 22103-85-1 ]
  • [ 606-28-0 ]
Reference： [1]Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences,1899,vol. 129,p. 1213
    Bulletin de la Societe Chimique de France,1901,vol. <3> 25,p. 54
  • 5
  • [ 606-28-0 ]
  • [ 64-17-5 ]
  • [ 604-61-5 ]
Reference： [1]Monatshefte fur Chemie,1913,vol. 34,p. 69
[2]Monatshefte fur Chemie,1913,vol. 34,p. 69
  • 6
  • [ 606-28-0 ]
  • phenylmagnesium bromide [ No CAS ]
  • [ 596-29-2 ]
  • [ 1718-90-7 ]
  • [ 1159-86-0 ]
Reference： [1]Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences,1905,vol. 140,p. 256
    Bulletin de la Societe Chimique de France,1906,vol. <3> 35,p. 562
  • 7
  • [ 606-28-0 ]
  • phenylmagnesium bromide [ No CAS ]
  • [ 596-29-2 ]
  • [ 1159-86-0 ]
Reference： [1]Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences,1905,vol. 140,p. 256
    Bulletin de la Societe Chimique de France,1906,vol. <3> 35,p. 562
[2]Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences,1905,vol. 140,p. 256
    Bulletin de la Societe Chimique de France,1906,vol. <3> 35,p. 562
  • 8
  • [ 606-28-0 ]
  • phenylmagnesium bromide [ No CAS ]
  • [ 62761-89-1 ]
Reference： [1]Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences,1905,vol. 140,p. 256
    Bulletin de la Societe Chimique de France,1906,vol. <3> 35,p. 562
[2]Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences,1905,vol. 140,p. 256
    Bulletin de la Societe Chimique de France,1906,vol. <3> 35,p. 562
  • 9
  • [ 606-28-0 ]
  • [ 7500-78-9 ]
Reference： [1]Monatshefte fur Chemie,1904,vol. 25,p. 1199
    Chemische Berichte,1905,vol. 38,p. 2490
  • 10
  • [ 606-28-0 ]
  • [ 579-93-1 ]
  • [ 1022-46-4 ]
Reference： [1]Chemistry and industry,1956,p. 1390
  • 11
  • [ 606-28-0 ]
  • [ 84-65-1 ]
Reference： [1]Journal of the American Chemical Society,1929,vol. 51,p. 310,311, 313
  • 12
  • [ 131-11-3 ]
  • phenylmagnesium bromide [ No CAS ]
  • [ 606-28-0 ]
Reference： [1]Bulletin de la Societe Chimique de France,1906,vol. <3> 35,p. 554
  • 13
  • [ 131-11-3 ]
  • phenylmagnesium bromide [ No CAS ]
  • [ 606-28-0 ]
  • [ 1159-86-0 ]
Reference： [1]Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences,1905,vol. 140,p. 256
    Bulletin de la Societe Chimique de France,1906,vol. <3> 35,p. 562
  • 14
  • [ 67-56-1 ]
  • [ 7335-63-9 ]
  • [ 124-41-4 ]
  • [ 606-28-0 ]
Reference： [1]Helvetica Chimica Acta,1959,vol. 42,p. 1085,1086
  • 15
  • [ 4397-55-1 ]
  • [ 71-43-2 ]
  • [ 606-28-0 ]
Reference： [1]Journal of the American Chemical Society,1921,vol. 43,p. 1920
  • 16
  • [ 606-28-0 ]
  • [ 100-63-0 ]
  • [ 36503-83-0 ]
Reference： [1]Monatshefte fur Chemie,1904,vol. 25,p. 1199
    Chemische Berichte,1905,vol. 38,p. 2490
  • 17
  • [ 110-89-4 ]
  • [ 67-56-1 ]
  • [ 7499-46-9 ]
  • [ 606-28-0 ]
  • [ 2216-51-5 ]
Reference： [1]Journal of the American Chemical Society,1945,vol. 67,p. 253,254
  • 18
  • [ 67-56-1 ]
  • [ 124-41-4 ]
  • [ 7499-46-9 ]
  • [ 606-28-0 ]
  • [ 2216-51-5 ]
Reference： [1]Journal of the American Chemical Society,1945,vol. 67,p. 253,254
  • 19
  • [ 67-56-1 ]
  • [ 109-73-9 ]
  • [ 7499-46-9 ]
  • [ 606-28-0 ]
  • [ 2216-51-5 ]
Reference： [1]Journal of the American Chemical Society,1945,vol. 67,p. 253,254
  • 20
  • [ 67-56-1 ]
  • [ 121-44-8 ]
  • [ 7499-46-9 ]
  • [ 606-28-0 ]
  • [ 2216-51-5 ]
Reference： [1]Journal of the American Chemical Society,1945,vol. 67,p. 253,254
  • 21
  • [ 606-28-0 ]
  • [ 513-42-8 ]
  • 2-benzoyl-benzoic acid methallyl ester [ No CAS ]
Reference： [1]Patent: US2461301,1944,
  • 22
  • [ 67-56-1 ]
  • [ 119-61-9 ]
  • [ 201230-82-2 ]
  • [ 606-28-0 ]
Reference： [1]Journal of the American Chemical Society,1982,vol. 104,p. 1900 - 1907
  • 23
  • [ 606-28-0 ]
  • [ 3117-37-1 ]
Reference： [1]Journal of the Chemical Society. Perkin transactions II,1984,p. 1361 - 1368
  • 24
  • [ 606-28-0 ]
  • [ 6962-60-3 ]
Reference： [1]Tetrahedron Letters,1980,vol. 21,p. 2637 - 2638
  • 25
  • [ 606-28-0 ]
  • [ 1586-01-2 ]
Reference： [1]Journal of general chemistry of the USSR,1982,vol. 52,p. 2144 - 2148
    Zhurnal Obshchei Khimii,1982,vol. 52,p. 2423 - 2438
[2]Tetrahedron Asymmetry,1999,vol. 10,p. 2075 - 2078
  • 26
  • [ 606-28-0 ]
  • [ 70775-39-2 ]
  • [ 92439-00-4 ]
Reference： [1]Tetrahedron Letters,1984,vol. 25,p. 3025 - 3028
  • 27
  • [ 606-28-0 ]
  • [ 106-89-8 ]
  • [ 76988-33-5 ]
Reference： [1]Journal of Heterocyclic Chemistry,1983,vol. 20,p. 1195 - 1197
  • 28
  • [ 85-52-9 ]
  • [ 74-88-4 ]
  • [ 606-28-0 ]
Reference： [1]ChemCatChem,2017,vol. 9,p. 3989 - 3996
[2]Journal of the American Chemical Society,1981,vol. 103,p. 7329 - 7335
  • 29
  • [ 107-10-8 ]
  • [ 606-28-0 ]
  • [ 27687-35-0 ]
Reference： [1]Journal of Heterocyclic Chemistry,1995,vol. 32,p. 883 - 892
  • 30
  • [ 606-28-0 ]
  • [ 64-04-0 ]
  • [ 17416-55-6 ]
Reference： [1]Journal of Heterocyclic Chemistry,1995,vol. 32,p. 883 - 892
  • 31
  • [ 7335-63-9 ]
  • [ 606-28-0 ]
  • [ 84-65-1 ]
Reference： [1]Journal of Organic Chemistry,1995,vol. 60,p. 6588 - 6591
  • 32
  • [ 606-28-0 ]
  • [ 5398-11-8 ]
  • [ 5398-11-8 ]
Reference： [1]Tetrahedron Letters,1996,vol. 37,p. 2205 - 2208
  • 33
  • [ 606-28-0 ]
  • [ 60456-75-9 ]
Reference： [1]Journal of Organic Chemistry,1996,vol. 61,p. 9455 - 9461
  • 34
  • [ 606-28-0 ]
  • 3-phenylphthalide-3-d [ No CAS ]
Reference： [1]Journal of Organic Chemistry,1996,vol. 61,p. 9455 - 9461
[2]Journal of Organic Chemistry,2017,vol. 82,p. 1719 - 1725
  • 35
  • [ 606-28-0 ]
  • [ 40255-48-9 ]
  • 2-Benzoyl-N-{2-[4-(2-methoxy-phenyl)-piperazin-1-yl]-ethyl}-benzamide [ No CAS ]
Reference： [1]Journal of labelled compounds and radiopharmaceuticals,1997,vol. 40,p. 88 - 90
  • 36
  • [ 606-28-0 ]
  • [ 40255-48-9 ]
  • 2-{2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl}-3-phenyl-2,3-dihydroisoindol-1-one [ No CAS ]
Reference： [1]Journal of Medicinal Chemistry,1998,vol. 41,p. 157 - 166
  • 39
  • [ 124-41-4 ]
  • anhydride of/the/ 2-benzoyl-benzoic acid [ No CAS ]
  • [ 606-28-0 ]
Reference： [1]Bulletin de la Societe Chimique de France,1901,vol. <3> 25,p. 53
  • 40
  • pseudomethyl ester of/the/ 2-benzoyl-benzoic acid [ No CAS ]
  • [ 606-28-0 ]
Reference： [1]Monatshefte fur Chemie,1913,vol. 34,p. 69
[2]Monatshefte fur Chemie,1913,vol. 34,p. 69
  • 41
  • [ 74-88-4 ]
  • silver salt of/the/ 2-benzoyl-benzoic acid [ No CAS ]
  • [ 606-28-0 ]
Reference： [1]Bulletin de la Societe Chimique de France,1901,vol. <3> 25,p. 53
  • 42
  • [ 77-78-1 ]
  • sodium salt of/the/ 2-benzoyl-benzoic acid [ No CAS ]
  • [ 606-28-0 ]
Reference： [1]Monatshefte fur Chemie,1904,vol. 25,p. 480
  • 43
  • [ 606-28-0 ]
  • ammonium hydroxide [ No CAS ]
  • [ 7500-78-9 ]
Reference： [1]Monatshefte fur Chemie,1904,vol. 25,p. 1199
    Chemische Berichte,1905,vol. 38,p. 2490
  • 44
  • [ 606-28-0 ]
  • [ 64-19-7 ]
  • zinc [ No CAS ]
  • [ 5398-11-8 ]
Reference： [1]Monatshefte fur Chemie,1904,vol. 25,p. 1199
    Chemische Berichte,1905,vol. 38,p. 2490
  • 45
  • [ 606-28-0 ]
  • [ 3034-19-3 ]
  • [ 297132-08-2 ]
Reference： [1]Tetrahedron,2000,vol. 56,p. 5523 - 5534
  • 46
  • [ 420-37-1 ]
  • N,N-bis(methylethyl)[2-(phenylcarbonyl)phenyl]carboxamide [ No CAS ]
  • [ 606-28-0 ]
Reference： [1]Tetrahedron,2000,vol. 56,p. 9875 - 9883
  • 47
  • [ 606-28-0 ]
  • [ 5398-11-8 ]
Reference： [1]Tetrahedron Letters,2001,vol. 42,p. 1899 - 1901
[2]ChemCatChem,2017,vol. 9,p. 3989 - 3996
  • 48
  • [ 606-28-0 ]
  • 2-(hydroxy-phenyl-methyl)-benzoic acid methyl ester [ No CAS ]
Reference： [1]Organic Letters,2002,vol. 4,p. 917 - 919
  • 49
  • [ 606-28-0 ]
  • [ 96-31-1 ]
  • [ 15836-66-5 ]
Reference： [1]Russian Journal of Organic Chemistry,2003,vol. 39,p. 1209 - 1210
  • 50
  • [ 606-28-0 ]
  • [ 57-13-6 ]
  • [ 835-18-7 ]
Reference： [1]Russian Journal of Organic Chemistry,2003,vol. 39,p. 1209 - 1210
  • 51
  • [ 606-28-0 ]
  • [ 102-07-8 ]
  • [ 36149-34-5 ]
Reference： [1]Russian Journal of Organic Chemistry,2003,vol. 39,p. 1209 - 1210
  • 52
  • [ 606-28-0 ]
  • [ 1517-59-5 ]
Reference： [1]Tetrahedron Asymmetry,1999,vol. 10,p. 2075 - 2078
  • 53
  • [ 606-28-0 ]
  • (R)-(+)-(2-hydroxymethylphenyl)phenylmethanol [ No CAS ]
Reference： [1]Tetrahedron Asymmetry,1999,vol. 10,p. 2075 - 2078
  • 54
  • [ 606-28-0 ]
  • [ 244254-88-4 ]
Reference： [1]Tetrahedron Asymmetry,1999,vol. 10,p. 2075 - 2078
  • 55
  • [ 606-28-0 ]
  • [ 244254-86-2 ]
Reference： [1]Tetrahedron Asymmetry,1999,vol. 10,p. 2075 - 2078
  • 56
  • [ 606-28-0 ]
  • [ 244254-87-3 ]
Reference： [1]Tetrahedron Asymmetry,1999,vol. 10,p. 2075 - 2078
  • 57
  • [ 606-28-0 ]
  • [ 244254-84-0 ]
Reference： [1]Tetrahedron Asymmetry,1999,vol. 10,p. 2075 - 2078
  • 58
  • [ 606-28-0 ]
  • 4,5-Dichloro-2-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]decane-4-carbonyl)-benzoic acid 2-((S)-hydroxy-phenyl-methyl)-benzyl ester [ No CAS ]
Reference： [1]Tetrahedron Asymmetry,1999,vol. 10,p. 2075 - 2078
  • 59
  • [ 606-28-0 ]
  • [ 244254-85-1 ]
Reference： [1]Tetrahedron Asymmetry,1999,vol. 10,p. 2075 - 2078
  • 60
  • [ 22103-85-1 ]
  • [ 606-28-0 ]
Reference： [1]Tetrahedron,2000,vol. 56,p. 9875 - 9883
  • 61
  • [ 606-28-0 ]
  • [ 297132-14-0 ]
Reference： [1]Tetrahedron,2000,vol. 56,p. 5523 - 5534
  • 62
  • [ 606-28-0 ]
  • [ 297132-11-7 ]
Reference： [1]Tetrahedron,2000,vol. 56,p. 5523 - 5534
  • 63
  • [ 606-28-0 ]
  • 7-ethoxycarbonyl-5-phenyl-5a,8,13-nitrilodibenzo[b,f][1,4]diazecin-14(5H)-one [ No CAS ]
Reference： [1]Tetrahedron,2000,vol. 56,p. 5523 - 5534
  • 64
  • [ 606-28-0 ]
  • 6,7-dimethoxycarbonyl-5-phenyl-5a,8,13-nitrilodibenzo[b,f][1,4]diazecin-14(5H)-one [ No CAS ]
Reference： [1]Tetrahedron,2000,vol. 56,p. 5523 - 5534
  • 65
  • [ 606-28-0 ]
  • 2-{2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl}-3-phenyl-2,3-dihydroisoindol-1-one [ No CAS ]
Reference： [1]Journal of labelled compounds and radiopharmaceuticals,1997,vol. 40,p. 88 - 90
  • 66
  • [ 606-28-0 ]
  • 1,5-dihydro-1-phenylspiro<2,4-benzodioxepin-3,1'-cyclohexane> [ No CAS ]
Reference： [1]Journal of general chemistry of the USSR,1982,vol. 52,p. 2144 - 2148
    Zhurnal Obshchei Khimii,1982,vol. 52,p. 2423 - 2438
  • 67
  • [ 606-28-0 ]
  • cis-2-tert-butyl-4-phenylbenz<e>1,3-dioxepan [ No CAS ]
Reference： [1]Journal of general chemistry of the USSR,1982,vol. 52,p. 2144 - 2148
    Zhurnal Obshchei Khimii,1982,vol. 52,p. 2423 - 2438
  • 68
  • [ 606-28-0 ]
  • trans-2-tert-butyl-4-phenylbenz<e>1,3-dioxepan [ No CAS ]
Reference： [1]Journal of general chemistry of the USSR,1982,vol. 52,p. 2144 - 2148
    Zhurnal Obshchei Khimii,1982,vol. 52,p. 2423 - 2438
  • 69
  • [ 606-28-0 ]
  • 4-phenylbenz<e>-1,3-dioxepane [ No CAS ]
Reference： [1]Journal of general chemistry of the USSR,1982,vol. 52,p. 2144 - 2148
    Zhurnal Obshchei Khimii,1982,vol. 52,p. 2423 - 2438
  • 70
  • [ 606-28-0 ]
  • 2-(p-chlorophenyl)-4-phenylbenzo<e>-1,3-dioxepane [ No CAS ]
Reference： [1]Journal of general chemistry of the USSR,1982,vol. 52,p. 2144 - 2148
    Zhurnal Obshchei Khimii,1982,vol. 52,p. 2423 - 2438
  • 71
  • [ 606-28-0 ]
  • [ 35491-56-6 ]
Reference： [1]Journal of Heterocyclic Chemistry,1983,vol. 20,p. 1195 - 1197
  • 72
  • [ 606-28-0 ]
  • [ 76988-37-9 ]
Reference： [1]Journal of Heterocyclic Chemistry,1983,vol. 20,p. 1195 - 1197
  • 73
  • [ 606-28-0 ]
  • [ 76988-36-8 ]
Reference： [1]Journal of Heterocyclic Chemistry,1983,vol. 20,p. 1195 - 1197
  • 74
  • [ 606-28-0 ]
  • [ 76988-34-6 ]
Reference： [1]Journal of Heterocyclic Chemistry,1983,vol. 20,p. 1195 - 1197
  • 75
  • [ 606-28-0 ]
  • [ 76988-35-7 ]
Reference： [1]Journal of Heterocyclic Chemistry,1983,vol. 20,p. 1195 - 1197
  • 76
  • [ 606-28-0 ]
  • [ 835-18-7 ]
Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1941,vol. &lt;2&gt; 159,p. 241,244, 254
  • 77
  • [ 606-28-0 ]
  • [ 62761-89-1 ]
Reference： [1]Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences,1905,vol. 140,p. 256
    Bulletin de la Societe Chimique de France,1906,vol. &lt;3&gt; 35,p. 562
  • 78
  • [ 606-28-0 ]
  • [ 5398-11-8 ]
  • [ 1586-01-2 ]
Reference： [1]Beilstein Journal of Organic Chemistry,2010,vol. 6,p. 748 - 755
  • 79
  • [ 610-97-9 ]
  • [ 13939-06-5 ]
  • [ 98-80-6 ]
  • [ 606-28-0 ]
YieldReaction ConditionsOperation in experiment
73% With C35H20F34NO3(1-)*Pd(2+)*Cl(1-); N-ethyl-N,N-diisopropylamine; In water; at 140℃; for 0.2h;Microwave irradiation;Catalytic behavior; General procedure: A mixture of the aryl halide (0.6 mmol), arylboronic acid (2.5 equiv), Mo(CO)6 (1.5 equiv), DIPEA (3.0 equiv), palladacycle 1 (1 mol % Pd), and water (1.0 mL) was heated in a pressure tube at 140 C under microwave irradiation. The reaction was monitored by TLC. When the reaction has completed, the reaction mixturewas cooled to room temperature, poured into EtOAc (20 mL) and washed successively with water (310 mL). The organic layer was dried over anhydrous MgSO4, filtered and concentrated. The crude product was then purified by column chromatography to give pure 4.
Reference： [1]Tetrahedron,2014,vol. 70,p. 8545 - 8558
[2]European Journal of Organic Chemistry,2011,p. 2128 - 2132
  • 80
  • 2-(hydroxy-phenyl-methyl)-benzoic acid methyl ester [ No CAS ]
  • [ 606-28-0 ]
Reference： [1]Synthetic Communications,2011,vol. 41,p. 3134 - 3139
  • 81
  • [ 606-28-0 ]
  • [ 7677-24-9 ]
  • 3-cyano-3-phenylisobenzofuran-1(3H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
97% (a) 3-Cyano-3-phenylisobenzofuran-1(3H)-one (1) A mixture of diethylaluminum chloride (Et2AlCl, 34.5 mL of 0.87 M solution in hexane, 30 mmol) and trimethylsilyl cyanide (3.7 mL, 30 mmol) was stirred at room temperature for 30 min, and the mixture was added via cannular at 0 C. to a solution of <strong>[606-28-0]methyl 2-benzoylbenzoate</strong> (6 g, 30 mmol), which was dried by azeotropy with dry toluene, in dichloromethane (DCM, 12.5 mL). After the mixture had been stirred for 1 hr, the reaction was quenched with ice-cooled 3 M aqueous sodium hydroxide (250 mL), and the mixture was extracted with dichloromethane (200 mL, 3 times). The organic layer was washed with saturated brine (300 mL), and back-extracted with dichloromethane (200 mL, twice). The organic layer and washings were combined, dried over sodium sulfate, and concentrated. The residue was chromatographed on silica gel (150 g) eluted with ethyl acetate-n-hexane (1:4) to give Compound 1 (5.68 g, 97%) as white solid. 1H NMR (300 MHz, CDCl3) delta 8.01 (1H, d, J=7.8 Hz), 7.81 (1H, t, J=7.2 Hz), 7.71 (1H, t, J=7.2 Hz), 7.56 (1H, d, J=7.8 Hz), 7.52-7.40 (5H, m); 13C NMR (75.5 MHz, CDCl3) delta 167.3, 146.6, 135.8, 133.6, 131.4, 130.7, 129.3, 126.3, 125.7, 123.9, 123.2, 115.8, 79.6
Reference： [1]Patent: US2013/178612,2013,A1 .Location in patent: Paragraph 0082; 0083; 0084
  • 82
  • [ 75-91-2 ]
  • [ 85-52-9 ]
  • [ 606-28-0 ]
Reference： [1]Journal of Organic Chemistry,2013,vol. 78,p. 9898 - 9905
  • 83
  • [ 606-28-0 ]
  • [ 157017-51-1 ]
Reference： [1]Patent: US2013/178612,2013,A1
  • 84
  • [ 606-28-0 ]
  • (R)-4-phenyl-1,2,3,4-tetrahydroisoquinolin-4-ol [ No CAS ]
  • (S)-4-phenyl-1,2,3,4-tetrahydroisoquinolin-4-ol [ No CAS ]
Reference： [1]Patent: US2013/178612,2013,A1
  • 85
  • [ 606-28-0 ]
  • [ 1187-59-3 ]
  • N-methyl-3-(3-oxo-1-phenyl-1,3-dihydroisobenzofuran-1-yl)propanamide [ No CAS ]
Reference： [1]Advanced Synthesis and Catalysis,2014,vol. 356,p. 831 - 842
  • 86
  • [ 606-28-0 ]
  • [ 292638-85-8 ]
  • methyl 3-(3-oxo-1-phenyl-1,3-dihydroisobenzofuran-1-yl)propanoate [ No CAS ]
Reference： [1]Advanced Synthesis and Catalysis,2014,vol. 356,p. 831 - 842
  • 87
  • [ 606-28-0 ]
  • [ 1663-39-4 ]
  • tert-butyl 3-(3-oxo-1-phenyl-1,3-dihydroisobenzofuran-1-yl) propanoate [ No CAS ]
Reference： [1]Advanced Synthesis and Catalysis,2014,vol. 356,p. 831 - 842
  • 88
  • [ 606-28-0 ]
  • [ 79-06-1 ]
  • [ 5398-11-8 ]
  • 3-(3-oxo-1-phenyl-1,3-dihydroisobenzofuran-1-yl)propanamide [ No CAS ]
Reference： [1]Advanced Synthesis and Catalysis,2014,vol. 356,p. 831 - 842

Tags: 606-28-0 synthesis path| 606-28-0 SDS| 606-28-0 COA| 606-28-0 purity| 606-28-0 application| 606-28-0 NMR| 606-28-0 COA| 606-28-0 structure

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