Home Cart 0 Sign in  
X

[ CAS No. 645-45-4 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

type HazMat fee
Excepted Quantity Free
Inaccessible (Haz class 6.1), Domestic USD 41.00
Inaccessible (Haz class 6.1), International USD 64.00
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 83.00
Accessible (Haz class 3, 4, 5 or 8), International USD 133.00
Chemical Structure| 645-45-4
Chemical Structure| 645-45-4
Structure of 645-45-4 * Storage: {[proInfo.prStorage]}

Quality Control of [ 645-45-4 ]

Related Doc. of [ 645-45-4 ]

SDS
Alternatived Products of [ 645-45-4 ]
Alternatived Products of [ 645-45-4 ]

Product Details of [ 645-45-4 ]

CAS No. :645-45-4 MDL No. :MFCD00000748
Formula : C9H9ClO Boiling Point : 232°C at 760 mmHg
Linear Structure Formula :- InChI Key :N/A
M.W :168.62 g/mol Pubchem ID :64801
Synonyms :

Safety of [ 645-45-4 ]

Signal Word:Danger Class:8
Precautionary Statements:P260-P261-P264-P270-P271-P280-P301+P312-P301+P330+P331-P302+P352-P303+P361+P353-P304+P340-P305+P351+P338-P310-P312-P321-P322-P330-P363-P405-P501 UN#:3265
Hazard Statements:H302-H312-H314-H332 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 645-45-4 ]

  • Upstream synthesis route of [ 645-45-4 ]
  • Downstream synthetic route of [ 645-45-4 ]

[ 645-45-4 ] Synthesis Path-Upstream   1~27

  • 1
  • [ 501-52-0 ]
  • [ 645-45-4 ]
YieldReaction ConditionsOperation in experiment
100% With oxalyl dichloride In dichloromethane at 20℃; 3-Phenylpropanoyl chloride (74). A 200 mL flask fitted with a stir-bar and septum with an Ar inlet was charged with hydrocinnamic acid (5.00 g, 33.3 mmol), DMF (0.1 mL), and CH2CI2 (30 mL). To the resultant solution was added (COCI)2 (2M in CH2CI2, 20.0 mL, 40.0 mmol) over 30 min. The mixture stirred overnight at rt, and then was concentrated in vacuo to give 5.9 g of 74 as a yellow oil (100percent). HPLC analysis (15:10:75 H2O:A1 :MeOH) showed a purity of 99percent with a retention time of 5.3 min.
100% With oxalyl dichloride In dichloromethane for 24 h; Inert atmosphere To a stirred solution of 3-phenylpropanoic acid (3.0 g, 20 mmol, 1 eq.) in anhydrous CH2Cl2 (165 mL) under nitrogen was added oxalyl chloride (16.5 mL 190 mmol, 10 eq.) rapidly via syringe. The reaction mixture was stirred for 24 h, after which the solvent and unreacted oxalyl chloride were Removed by distillation under reduced pressure. The resulting yellow liquid was concentrated via azeotrope with benzene (3 x 50 mL) in vacuo and dried under a vacuum to yield 37 (3.4 g, ~100percent) as a yellow liquid, which was used directly in the next step.
95% With thionyl chloride In benzene for 4 h; Reflux Dihydrocinnamic acid (10b) (3.0g, 0.02mol) was dissolved in dry benzene (5mL, 0.06mol) at room temperature then SOCl2 (10mL, 0.14mol) was added in a dropwise manner. The reaction mixture was allowed to heat at reflux for 4h. The solvent was evaporated under reduced pressure to give (3.4g, 95percent) of 11b as yellow oil. The crude product was used in the next step without further purification or characterization.
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 10, p. 2899 - 2903
[2] Patent: WO2013/101911, 2013, A2, . Location in patent: Page/Page column 57
[3] Arkivoc, 2018, vol. 2018, # 5, p. 334 - 347
[4] Advanced Synthesis and Catalysis, 2015, vol. 357, # 18, p. 3825 - 3830
[5] Journal of the American Chemical Society, 1980, vol. 102, # 20, p. 6311 - 6314
[6] Tetrahedron Letters, 1995, vol. 36, # 19, p. 3397 - 3400
[7] Tetrahedron, 2010, vol. 66, # 29, p. 5349 - 5356
[8] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 13, p. 2912 - 2919
[9] Organic and Biomolecular Chemistry, 2014, vol. 12, # 48, p. 9760 - 9763
[10] Journal of the Chemical Society - Perkin Transactions 1, 1998, # 24, p. 4077 - 4091
[11] Bioorganic and Medicinal Chemistry Letters, 1997, vol. 7, # 13, p. 1689 - 1694
[12] Journal of Medicinal Chemistry, 2001, vol. 44, # 10, p. 1491 - 1508
[13] Justus Liebigs Annalen der Chemie, 1902, vol. 323, p. 255
[14] Recueil des Travaux Chimiques des Pays-Bas, 1897, vol. 16, p. 35
[15] Journal fuer Praktische Chemie (Leipzig), 1905, vol. <2> 71, p. 330
[16] Justus Liebigs Annalen der Chemie, 1909, vol. 369, p. 319
[17] Journal fuer Praktische Chemie (Leipzig), 1905, vol. <2> 71, p. 330
[18] Journal of the American Chemical Society, 1980, vol. 102, # 11, p. 3917 - 3922
[19] Journal of the American Chemical Society, 1987, vol. 109, # 26, p. 8056 - 8066
[20] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 22, p. 4973 - 4978
[21] Journal of the American Chemical Society, 1974, vol. 96, p. 1518 - 1522
[22] Bulletin de la Societe Chimique de France, 1970, # 3, p. 907 - 912
[23] Journal of Organic Chemistry, 1973, vol. 38, # 8, p. 1439 - 1444
[24] Journal of Organometallic Chemistry, 1968, vol. 13, p. 45 - 51
[25] Canadian Journal of Chemistry, 1991, vol. 69, # 12, p. 2053 - 2058
[26] Recueil des Travaux Chimiques des Pays-Bas, 1993, vol. 112, # 2, p. 143 - 150
[27] Monatshefte fuer Chemie, 1990, vol. 121, # 4, p. 267 - 274
[28] Journal of Heterocyclic Chemistry, 1980, vol. 17, # 5, p. 1081 - 1085
[29] Bulletin de la Societe Chimique de France, 1990, # 6, p. 824 - 829
[30] Tetrahedron, 1987, vol. 43, # 16, p. 3689 - 3694
[31] Tetrahedron, 1988, vol. 44, # 12, p. 3501 - 3512
[32] Journal of the American Chemical Society, 1980, vol. 102, # 17, p. 5530 - 5538
[33] Journal of Organic Chemistry, 1984, vol. 49, # 1, p. 207 - 209
[34] Canadian Journal of Chemistry, 1980, vol. 58, p. 458 - 462
[35] Steroids, 1983, vol. 41, # 3, p. 309 - 320
[36] European Journal of Medicinal Chemistry, 1987, vol. 22, p. 283 - 292
[37] Synthetic Communications, 1982, vol. 12, # 14, p. 1139 - 1146
[38] Journal of the American Chemical Society, 1984, vol. 106, # 11, p. 3344 - 3353
[39] Journal of Medicinal Chemistry, 1986, vol. 29, # 12, p. 2465 - 2472
[40] Journal of Medicinal Chemistry, 1984, vol. 27, # 3, p. 325 - 341
[41] Journal of Heterocyclic Chemistry, 1992, vol. 29, # 2, p. 335 - 341
[42] Tetrahedron, 1991, vol. 47, # 34, p. 7091 - 7108
[43] Recueil: Journal of the Royal Netherlands Chemical Society, 1981, vol. 100, # 1, p. 21 - 24
[44] Australian Journal of Chemistry, 1993, vol. 46, # 12, p. 1845 - 1860
[45] Tetrahedron, 1994, vol. 50, # 25, p. 7343 - 7366
[46] Chemical Communications, 1996, # 22, p. 2595 - 2596
[47] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1996, vol. 35, # 6, p. 615 - 616
[48] Journal of the Chemical Society - Perkin Transactions 1, 1997, # 8, p. 1147 - 1156
[49] Revue Roumaine de Chimie, 1992, vol. 37, # 2, p. 289 - 298
[50] Journal of Medicinal Chemistry, 1999, vol. 42, # 21, p. 4446 - 4455
[51] Bioorganic and Medicinal Chemistry, 2001, vol. 9, # 3, p. 785 - 792
[52] Phytochemistry, 2002, vol. 59, # 1, p. 9 - 21
[53] Farmaco (Societa chimica italiana : 1989), 2002, vol. 57, # 3, p. 175 - 181
[54] Journal of Organometalic Chemistry, 2002, vol. 643-644, p. 404 - 408
[55] Journal of Medicinal Chemistry, 2003, vol. 46, # 13, p. 2589 - 2598
[56] Synthesis, 2003, # 15, p. 2415 - 2426
[57] Journal of Medicinal Chemistry, 2004, vol. 47, # 5, p. 1098 - 1109
[58] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 5, p. 1239 - 1242
[59] Journal of Medicinal Chemistry, 2005, vol. 48, # 6, p. 1849 - 1856
[60] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 13, p. 3257 - 3262
[61] Synthesis, 2005, # 15, p. 2521 - 2526
[62] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 7, p. 2209 - 2224
[63] Journal of Physical Organic Chemistry, 2006, vol. 19, # 11, p. 737 - 743
[64] Journal of Medicinal Chemistry, 2001, vol. 44, # 25, p. 4468 - 4474
[65] Journal of Organic Chemistry, 2000, vol. 65, # 13, p. 4179 - 4184
[66] Journal of the American Chemical Society, 2002, vol. 124, # 10, p. 2078 - 2079
[67] Journal of Organic Chemistry, 2000, vol. 65, # 5, p. 1442 - 1447
[68] Organic Letters, 2000, vol. 2, # 4, p. 539 - 541
[69] Russian Journal of Applied Chemistry, 2006, vol. 79, # 6, p. 1035 - 1037
[70] Organic and Biomolecular Chemistry, 2006, vol. 4, # 14, p. 2716 - 2723
[71] Tetrahedron, 1988, vol. 44, # 12, p. 3501 - 3512
[72] Patent: WO2006/84869, 2006, A1, . Location in patent: Page/Page column 80
[73] Patent: WO2007/149907, 2007, A2, . Location in patent: Page/Page column 52-53
[74] Patent: US2008/19930, 2008, A1, . Location in patent: Page/Page column 11
[75] Patent: US2008/19930, 2008, A1, . Location in patent: Page/Page column 12
[76] Patent: WO2008/64979, 2008, A2, . Location in patent: Page/Page column 50-51
[77] Patent: US2008/188533, 2008, A1, . Location in patent: Page/Page column 43
[78] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 10, p. 5514 - 5528
[79] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 17, p. 8054 - 8062
[80] Patent: US2004/9991, 2004, A1, . Location in patent: Page/Page column 50
[81] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 23, p. 9984 - 9990
[82] Australian Journal of Chemistry, 2008, vol. 61, # 11, p. 881 - 887
[83] Patent: EP2042494, 2009, A1, . Location in patent: Page/Page column 19
[84] Chemistry - A European Journal, 2008, vol. 14, # 30, p. 9240 - 9254
[85] Patent: US2009/298832, 2009, A1, . Location in patent: Page/Page column 13
[86] Patent: US2009/306214, 2009, A1, . Location in patent: Page/Page column 7
[87] Patent: WO2004/31129, 2004, A2, . Location in patent: Example 2
[88] Patent: EP1598353, 2005, A1, . Location in patent: Page/Page column 22
[89] Organic and Biomolecular Chemistry, 2009, vol. 7, # 17, p. 3561 - 3571
[90] Molecules, 2009, vol. 14, # 9, p. 3313 - 3338
[91] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 22, p. 7690 - 7697
[92] Patent: US2010/145060, 2010, A1, . Location in patent: Page/Page column 7-8
[93] Synthesis, 2010, # 11, p. 1845 - 1859
[94] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 17, p. 5123 - 5125
[95] Patent: WO2006/26430, 2006, A2, . Location in patent: Page/Page column 50; 67
[96] Organic Letters, 2010, vol. 12, # 18, p. 3990 - 3993
[97] Patent: WO2010/120854, 2010, A1, . Location in patent: Page/Page column 136
[98] Organic Letters, 2008, vol. 10, # 5, p. 885 - 887
[99] Langmuir, 2010, vol. 26, # 10, p. 7181 - 7187
[100] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 18, p. 5426 - 5430
[101] European Journal of Organic Chemistry, 2011, # 17, p. 3117 - 3121
[102] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 20, p. 6116 - 6121
[103] Angewandte Chemie - International Edition, 2011, vol. 50, # 41, p. 9708 - 9711
[104] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 23, p. 7089 - 7093
[105] Science China Chemistry, 2011, vol. 54, # 2, p. 375 - 379
[106] Angewandte Chemie - International Edition, 2012, vol. 51, # 1, p. 204 - 208
[107] Journal of the American Chemical Society, 2012, vol. 134, # 16, p. 6976 - 6979
[108] Chemistry - A European Journal, 2012, vol. 18, # 21, p. 6655 - 6662
[109] Russian Journal of Bioorganic Chemistry, 2012, vol. 38, # 2, p. 224 - 229
  • 2
  • [ 104-53-0 ]
  • [ 645-45-4 ]
Reference: [1] Organic Letters, 2015, vol. 17, # 15, p. 3666 - 3669
[2] New Journal of Chemistry, 2017, vol. 41, # 3, p. 931 - 939
[3] Tetrahedron Letters, 2017, vol. 58, # 26, p. 2533 - 2536
  • 3
  • [ 79-37-8 ]
  • [ 501-52-0 ]
  • [ 645-45-4 ]
Reference: [1] Journal of the American Chemical Society, 1920, vol. 42, p. 607
[2] Patent: US5618792, 1997, A,
[3] Patent: EP425134, 1991, A1,
  • 4
  • [ 140-10-3 ]
  • [ 645-45-4 ]
Reference: [1] Canadian Journal of Chemistry, 1980, vol. 58, p. 458 - 462
[2] Organic and Biomolecular Chemistry, 2017, vol. 16, # 1, p. 77 - 88
  • 5
  • [ 383865-57-4 ]
  • [ 645-45-4 ]
Reference: [1] Patent: US2002/45615, 2002, A1,
  • 6
  • [ 28048-94-4 ]
  • [ 645-45-4 ]
Reference: [1] Tetrahedron, 1988, vol. 44, # 12, p. 3501 - 3512
[2] Tetrahedron, 1988, vol. 44, # 12, p. 3501 - 3512
  • 7
  • [ 119520-49-9 ]
  • [ 645-45-4 ]
Reference: [1] Tetrahedron, 1988, vol. 44, # 12, p. 3501 - 3512
  • 8
  • [ 119520-57-9 ]
  • [ 645-45-4 ]
Reference: [1] Tetrahedron, 1988, vol. 44, # 12, p. 3501 - 3512
  • 9
  • [ 119541-41-2 ]
  • [ 645-45-4 ]
Reference: [1] Tetrahedron, 1988, vol. 44, # 12, p. 3501 - 3512
  • 10
  • [ 621-82-9 ]
  • [ 645-45-4 ]
Reference: [1] Canadian Journal of Chemistry, 2013, vol. 91, # 1, p. 1 - 5
  • 11
  • [ 16537-10-3 ]
  • [ 645-45-4 ]
Reference: [1] Journal of Organic Chemistry, 2017, vol. 82, # 6, p. 3245 - 3251
  • 12
  • [ 4885-02-3 ]
  • [ 501-52-0 ]
  • [ 107-31-3 ]
  • [ 645-45-4 ]
Reference: [1] Chemische Berichte, 1959, vol. 92, p. 83,86,89
  • 13
  • [ 645-45-4 ]
  • [ 62803-47-8 ]
Reference: [1] Journal of the Chemical Society, 1923, vol. 123, p. 1482,1508
  • 14
  • [ 58-22-0 ]
  • [ 645-45-4 ]
  • [ 1255-49-8 ]
Reference: [1] Journal of the American Chemical Society, 1957, vol. 79, p. 4472,4474
[2] Patent: DE957030, 1953, ,
[3] Patent: DE957030, 1953, ,
[4] Patent: US2755292, 1953, ,
[5] Patent: US2755292, 1953, ,
  • 15
  • [ 927-77-5 ]
  • [ 645-45-4 ]
  • [ 29898-25-7 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 22, p. 5527 - 5531
  • 16
  • [ 2417-93-8 ]
  • [ 645-45-4 ]
  • [ 29898-25-7 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 13, p. 3257 - 3262
  • 17
  • [ 5905-48-6 ]
  • [ 645-45-4 ]
  • [ 29898-25-7 ]
Reference: [1] Journal of the Chemical Society, 1956, p. 3001,3004
  • 18
  • [ 645-45-4 ]
  • [ 18107-18-1 ]
  • [ 31984-10-8 ]
YieldReaction ConditionsOperation in experiment
65%
Stage #1: at 0℃; for 3.1 h;
Stage #2: With hydrogen bromide In water; acetic acid at 0℃; for 0.166667 h;
(i) A soln of 3-phenyl-propionyl chloride (2.0 mL; 13.5 mmol) in dry THF (50 mL) was added over 6 min to a 0 °C soln of diazomethyl-trimethyl-silane (2.0 M in hexanes; 15 mL; 30 mmol) in dry THF (50 mL). After 3 h, the rxn was coned to a liquid, (ii) Aq. HBr (48percent; ca. 2.5 eq) was added in one portion to a soln of this crude material in AcOH (30 mL) at 0 °C. After 10 min the rxn was coned. EtOAc (50 mL) was added and the soln washed with water (2 x 15 mL), satd NaHCO3 (3 x 15 mL), water (1 x 15 mL) and satd NaCl (2 x 15 mL). After drying over MgSO4, filtering through a pad of silica with an EtOAc wash and coned to an oil, the crude material was purified by MPLC (SiO2 with a 0 - > 20percent EtOAc in hexanes gradient) yielding bromomethyl ketone as an off-white solid (1.977 g; 65percent). IH NMR (CDC13) δ 7.37 - 7.18 (m, 5H), 3.85 (s, 2H), 3.01 - 2.94 (m, 4H); GC-MS 226/228 ([M]+).
Reference: [1] Patent: WO2007/38684, 2007, A2, . Location in patent: Page/Page column 41
  • 19
  • [ 186581-53-3 ]
  • [ 645-45-4 ]
  • [ 31984-10-8 ]
Reference: [1] Chemische Berichte, 1963, vol. 96, p. 465 - 469
[2] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 10, p. 5514 - 5528
  • 20
  • [ 645-45-4 ]
  • [ 31984-10-8 ]
Reference: [1] Journal of Heterocyclic Chemistry, 1980, vol. 17, # 5, p. 1081 - 1085
[2] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 7, p. 2074 - 2083
  • 21
  • [ 645-45-4 ]
  • [ 3898-66-6 ]
Reference: [1] Journal of the Chemical Society, 1923, vol. 123, p. 1482,1508
  • 22
  • [ 645-45-4 ]
  • [ 51135-91-2 ]
Reference: [1] Journal of the Chemical Society, 1923, vol. 123, p. 1482,1508
  • 23
  • [ 645-45-4 ]
  • [ 69975-65-1 ]
Reference: [1] Journal of the Chemical Society, 1923, vol. 123, p. 1482,1508
  • 24
  • [ 645-45-4 ]
  • [ 122225-33-6 ]
Reference: [1] Organic and Biomolecular Chemistry, 2006, vol. 4, # 14, p. 2753 - 2768
  • 25
  • [ 106-40-1 ]
  • [ 645-45-4 ]
  • [ 316146-27-7 ]
YieldReaction ConditionsOperation in experiment
92% at 0 - 20℃; Inert atmosphere To a solution of 4-bromobenzenmine (40g, 0.232mol) and Et3N (32mL) in CH2Cl2 (200mL), benzenepropanoylchoride (37.5g, 0.223mol) was added dropwise at 0°C, and the mixture was stirred overnight at room temperature. Then, the mixture was poured out into water and 10percent HCl was added. The slurry of white solid which formed was stirred with ice-bath cooling for 1 hour. The solid was separated by filtration, washed with diethyl ether and air dried to give 62g (92percent yield) of compound 1.
87% With triethylamine In dichloromethane at 20℃; Benzenepropanoyl chloride (0.488 mol) was added dropwise at room temperature to a solution of 4-bromo benzenamine (0.407 mol) in Et3N (70ml) and DCM (700ml) and the mixture was stirred at room temperature overnight The mixture was poured out into water and concentrated NH40H, and extracted with DCM. The organic layer was dried (MgSO4), filtered, and the solvent was evaporated. The residue was crystallized from diethyl ether. The residue (119. 67g) was taken up in DCM and washed with HCI IN. The organic layer was dried (MgS04), filtered, and the solvent was evaporated, yielding 107.67g of intermediate 1 (87percent).
87% With triethylamine In dichloromethane at 20℃; Example A2; a) Preparation of intermediate 4; Benzene propanoyl chloride (0.488 mol) was added dropwise at room temperature to a solution of 4-bromobenzenamine (0.407 mol) in Et3N (70 ml) and CH2Cl2 (700 ml) and the mixture was stirred at room temperature overnight. The mixture was poured out into water and concentrated NH4OH, and extracted with CH2Cl2. The organic layer was dried (MgSO4), filtered, and the solvent was evaporated. The residue was crystallized from diethyl ether. The residue (119.67 g) was taken up in CH2Cl2 and washed with HCl IN. The organic layer was dried (MgSO4), filtered, and the solvent was evaporated. Yield: 107.67 g of intermediate 4 (87 percent).
87% With triethylamine In dichloromethane at 20℃; Example A1: Preparation of intermediate 1. Benzenepropanoyl chloride (0.488 mol) was added dropwise at room temperature to a solution of 4-bromo benzenamine (0.407 mol) in Et3N (70ml) and DCM (700ml) and the mixture was stirred at room temperature overnight. The mixture was poured out into water and concentrated NH4OH, and extracted with DCM. The organic layer was dried (MgSO4), filtered, and the solvent was evaporated. The residue was crystallized from diethyl ether. The residue (119.67g) was taken up in DCM and washed with HCl 1N. The organic layer was dried (MgSO4), filtered, and the solvent was evaporated, yielding 107.67g of intermediate 1 (87percent).
81% With triethylamine In dichloromethane at 0 - 20℃; for 4 h; Preparation ofN-(4-Bromo phenyl )-3-phenyl propionamide; Hydrocmnamoyl chloride (19.6 g, 168.5 mmol) was added to a mixture of 4-bromoanline (10.0 g, 116.3 mmol) and triethylamine (23 5 g, 232.5 mmol) in dry dichloromethane (200 ml) at 0 0C, the mixture was stirred, and allowing it to warm up to room temperature during 4 brs The reaction mixture was poured mto ice-water mixture, the organic layer was separated, washed with 10percent aqueous solution of hydrochloric acid, water and brme, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to give the crude product, which was triturated with hexane to furnish the pure product (11.0 g, 81percent) as a off white solid, Mp 149-151°C. 1H NMR (400 MHz, CDCl3) δ 2.64 (t, J = 8.0 Hz, 2 H), 3.04 (t, J = 8 0 Hz, 2 H), 7.01 (br s, 1 H, D2O exchangeable), 6.88-7.30 (m, 3 H), 7.26-7.33 (m, 4 H), 7.36-7.43 (m, 2 H). (M+H)+= 302, 304.

Reference: [1] ChemMedChem, 2017, vol. 12, # 2, p. 106 - 119
[2] Chinese Chemical Letters, 2015, vol. 26, # 6, p. 790 - 792
[3] Patent: WO2005/70430, 2005, A1, . Location in patent: Page/Page column 34
[4] Patent: WO2007/14885, 2007, A1, . Location in patent: Page/Page column 31
[5] Patent: WO2007/14940, 2007, A2, . Location in patent: Page/Page column 40-41
[6] Patent: WO2009/91324, 2009, A1, . Location in patent: Page/Page column 22
[7] Patent: WO2006/67048, 2006, A1, . Location in patent: Page/Page column 26
[8] Patent: WO2004/11436, 2004, A1, . Location in patent: Page 17
[9] Patent: WO2005/70924, 2005, A1, . Location in patent: Page/Page column 26-27
[10] Patent: WO2007/434, 2007, A1, . Location in patent: Page/Page column 36
[11] Patent: WO2007/435, 2007, A1, . Location in patent: Page/Page column 43-44
[12] Patent: WO2007/436, 2007, A1, . Location in patent: Page/Page column 33
[13] Patent: WO2007/14934, 2007, A2, . Location in patent: Page/Page column 32-33
  • 26
  • [ 645-45-4 ]
  • [ 654655-68-2 ]
Reference: [1] ChemMedChem, 2017, vol. 12, # 2, p. 106 - 119
  • 27
  • [ 645-45-4 ]
  • [ 654655-69-3 ]
Reference: [1] ChemMedChem, 2017, vol. 12, # 2, p. 106 - 119
Historical Records

Related Functional Groups of
[ 645-45-4 ]

Chlorides

Chemical Structure| 936-59-4

[ 936-59-4 ]

3-Chloropropiophenone

Similarity: 0.68

Chemical Structure| 39199-36-5

[ 39199-36-5 ]

1-(2-Chloroethyl)-3-methylbenzene

Similarity: 0.68

Chemical Structure| 95335-46-9

[ 95335-46-9 ]

2-(2-(Chloromethyl)phenyl)acetic acid

Similarity: 0.64

Chemical Structure| 1711-06-4

[ 1711-06-4 ]

3-Methylbenzoyl chloride

Similarity: 0.64

Chemical Structure| 6305-95-9

[ 6305-95-9 ]

1-(2-Chlorophenyl)propan-2-one

Similarity: 0.63

Aryls

Chemical Structure| 104-53-0

[ 104-53-0 ]

3-Phenylpropanal

Similarity: 0.73

Chemical Structure| 29898-25-7

[ 29898-25-7 ]

1-Phenylhexan-3-one

Similarity: 0.69

Chemical Structure| 936-59-4

[ 936-59-4 ]

3-Chloropropiophenone

Similarity: 0.68

Chemical Structure| 39199-36-5

[ 39199-36-5 ]

1-(2-Chloroethyl)-3-methylbenzene

Similarity: 0.68

Chemical Structure| 6683-92-7

[ 6683-92-7 ]

1-Phenylpentan-2-one

Similarity: 0.67

Acyl Chlorides

Chemical Structure| 1711-06-4

[ 1711-06-4 ]

3-Methylbenzoyl chloride

Similarity: 0.64

Chemical Structure| 39878-87-0

[ 39878-87-0 ]

(R)-2-Amino-2-phenylacetyl chloride hydrochloride

Similarity: 0.62

Chemical Structure| 1711-11-1

[ 1711-11-1 ]

3-Cyanobenzoyl chloride

Similarity: 0.53

Chemical Structure| 6068-72-0

[ 6068-72-0 ]

4-Cyanobenzoyl chloride

Similarity: 0.53

Chemical Structure| 312-94-7

[ 312-94-7 ]

2-(Trifluoromethyl)benzoyl chloride

Similarity: 0.52