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Chemical Structure| 160732-12-7 Chemical Structure| 160732-12-7

Structure of 160732-12-7

Chemical Structure| 160732-12-7

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Product Details of [ 160732-12-7 ]

CAS No. :160732-12-7
Formula : C3H5BrO3
M.W : 168.97
SMILES Code : O=C(C(CO)Br)O
MDL No. :MFCD20621582

Safety of [ 160732-12-7 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H314
Precautionary Statements:P264-P270-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P403+P233-P501
Class:8
UN#:3261
Packing Group:

Application In Synthesis of [ 160732-12-7 ]

* 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.

  • Upstream synthesis route of [ 160732-12-7 ]

[ 160732-12-7 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 67-56-1 ]
  • [ 160732-12-7 ]
  • [ 7691-28-3 ]
YieldReaction ConditionsOperation in experiment
87% With hydrogen bromide In water at 65℃; for 21 h; Inert atmosphere Synthesis of Methyl 2-Bromo-3-hydroxypropionate
Methyl 2-Bromo-3-hydroxypropionate was synthesized in 68-87percent yield as in the following example. example. A solution of 20 2-bromo-3-hydroxypropionic acid (6.0 g, 35 mmol) and a catalytic amount of 24 HBr (0.2 mL, 48percent aq. w/w) in 36 methanol (50 mL, 1.2 mol) was heated at 65° C. for 21 h. Excess methanol was then removed by rotary evaporation. 37 CH2Cl2 (100 mL) was added to the brownish liquid residue and the resulting solution was washed twice with dilute aq. NaHCO3 (50 mL) and once with 50 mL of satd. NaCl aq. soln., and then dried over Na2SO4. After filtration and removing the solvent by rotary evaporation 34 methyl 2-bromo-3-hydroxypropionate was obtained as a light yellow liquid. Product (5.7 g, 87percent) as a clear liquid was obtained by purification by silica gel chromatography using CH2Cl2/ethyl ether (90/10) with Rf=0.31. 1H NMR (CDCl3): 2.70 (br s, OH), 3.81 (CH3), 4.00 (m, CH2OH), 4.35 (t, CHBr). 13C NMR (CDCl3): 44.2 (CBr), 53.5 (CH3), 63.8 (CH2OH), 169.7 (CO2CH3). Anal. C, H: calcd. 26.23, 3.86; found 25.83, 4.10.
References: [1] Synlett, 2010, # 13, p. 1947 - 1950.
[2] Patent: US8524942, 2013, B2, . Location in patent: Page/Page column 17.
[3] Journal of Biological Chemistry, 1934, vol. 105, p. 547,551.
[4] Patent: US2016/287726, 2016, A1, . Location in patent: Paragraph 0081; 0082.
  • 2
  • [ 160732-12-7 ]
  • [ 7691-28-3 ]
References: [1] Patent: US2011/46334, 2011, A1, .
  • 3
  • [ 186581-53-3 ]
  • [ 160732-12-7 ]
  • [ 7691-28-3 ]
References: [1] Journal of Organic Chemistry, 1967, vol. 32, p. 244 - 246.
 

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