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[ CAS No. 2305-25-1 ]

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Chemical Structure| 2305-25-1
Chemical Structure| 2305-25-1
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Product Details of [ 2305-25-1 ]

CAS No. :2305-25-1 MDL No. :MFCD00036604
Formula : C8H16O3 Boiling Point : 241.7°C at 760 mmHg
Linear Structure Formula :- InChI Key :-
M.W :160.21 g/mol Pubchem ID :61293
Synonyms :

Safety of [ 2305-25-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P305+P351+P338 UN#:N/A
Hazard Statements:H227-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 2305-25-1 ]

  • Upstream synthesis route of [ 2305-25-1 ]
  • Downstream synthetic route of [ 2305-25-1 ]

[ 2305-25-1 ] Synthesis Path-Upstream   1~9

  • 1
  • [ 123-72-8 ]
  • [ 105-36-2 ]
  • [ 2305-25-1 ]
YieldReaction ConditionsOperation in experiment
90% With zinc In tetrahydrofuran at 66℃; for 0.0166667 h; General procedure: THF (200 mL) was added to an oven-dried 500 mL round-bottomedflask equipped with a condenser 30 cm in length and left open to theatmosphere. The THF was used directly as purchased without any furtherdrying or purification. The solvent was then rapidly stirred usinga magnetic stir bar and brought to reflux (66 °C) on a sand bath. Thecondenser was then temporarily raised and 6.5 g (0.1 mol, 2 equiv) ofZn granules were added to the hot solvent. This was followed by therapid addition of the aldehyde (0.1 mol) and the bromoacetate (as eitherthe methyl or ethyl ester) (0.2 mol, 2 equiv) into the reactionmixture. The condenser was immediately reattached to the roundbottomed flask at which point rapid boiling occurred. The reactionwas allowed to rapidly reflux for 1 min at which point the reactionvessel was removed from heat and allowed to cool to r.t. with stirring. The reaction was observed to be complete by TLC (eluent: hexanes–EtOAc, 80:20) within 20 min for all substrates. Excess THF was removed under vacuum and the resultant brown oil was dissolved inhexanes and quenched with H2O to form a yellow precipitate. Themixture was filtered and the hexane layer was washed with H2O (100mL), aq 1 M HCl (2 × 50 mL), H2O (100 mL) and brine (50 mL), anddried (Na2SO4). Removal of hexanes under vacuum furnished the products 1–8 in yields ranging from 86 to 95percent (Table 1).
Reference: [1] Synthetic Communications, 2001, vol. 31, # 24, p. 3781 - 3789
[2] Journal of Organic Chemistry, 1982, vol. 47, # 25, p. 5030 - 5032
[3] Journal of Organic Chemistry, 1982, vol. 47, # 25, p. 5030 - 5032
[4] Synthesis (Germany), 2015, vol. 47, # 1, p. 79 - 82
[5] Organic Letters, 2003, vol. 5, # 20, p. 3615 - 3617
[6] Journal of Organic Chemistry, 1987, vol. 52, # 21, p. 4796 - 4798
[7] Journal of Organic Chemistry, 2001, vol. 66, # 10, p. 3606 - 3609
[8] European Journal of Medicinal Chemistry, 1983, vol. 18, # 5, p. 447 - 455
[9] Journal of the Chemical Society, 1959, p. 227,233
[10] Journal of Organic Chemistry, 1969, vol. 34, p. 3689 - 3691
[11] Bulletin de la Societe Chimique de France, 1968, p. 2962 - 2964
  • 2
  • [ 3249-68-1 ]
  • [ 2305-25-1 ]
Reference: [1] Tetrahedron, 1989, vol. 45, # 6, p. 1639 - 1646
[2] Collection of Czechoslovak Chemical Communications, 1970, vol. 35, p. 1399 - 1405
[3] Chemical Communications, 2003, # 15, p. 1912 - 1913
[4] Tetrahedron Letters, 2011, vol. 52, # 46, p. 6127 - 6129
  • 3
  • [ 123-72-8 ]
  • [ 141-78-6 ]
  • [ 2305-25-1 ]
Reference: [1] Journal of the American Chemical Society, 1996, vol. 118, # 3, p. 547 - 556
[2] Tetrahedron Letters, 2005, vol. 46, # 47, p. 8129 - 8131
  • 4
  • [ 117668-85-6 ]
  • [ 2305-25-1 ]
Reference: [1] Tetrahedron, 1997, vol. 53, # 37, p. 12469 - 12486
[2] Chemistry Letters, 1988, p. 507 - 508
  • 5
  • [ 61454-93-1 ]
  • [ 2305-25-1 ]
Reference: [1] Tetrahedron, 1997, vol. 53, # 37, p. 12469 - 12486
[2] Tetrahedron, 1997, vol. 53, # 37, p. 12469 - 12486
  • 6
  • [ 123-72-8 ]
  • [ 623-48-3 ]
  • [ 2305-25-1 ]
Reference: [1] Journal of Organic Chemistry, 1984, vol. 49, # 21, p. 3904 - 3912
[2] Journal of Organometallic Chemistry, 1989, vol. 369, p. 291 - 296
  • 7
  • [ 61454-93-1 ]
  • [ 2305-25-1 ]
Reference: [1] Chemistry Letters, 1988, p. 507 - 508
[2] Chemistry Letters, 1988, p. 507 - 508
  • 8
  • [ 123-72-8 ]
  • [ 129505-18-6 ]
  • [ 2305-25-1 ]
Reference: [1] Tetrahedron Letters, 1998, vol. 39, # 17, p. 2585 - 2588
  • 9
  • [ 123-72-8 ]
  • [ 927-80-0 ]
  • [ 2305-25-1 ]
Reference: [1] Recueil des Travaux Chimiques des Pays-Bas, 1959, vol. 78, p. 921,923[2] Recueil des Travaux Chimiques des Pays-Bas, 1957, vol. 76, p. 546
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