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Chemical Structure| 78069-08-6 Chemical Structure| 78069-08-6

Structure of 78069-08-6

Chemical Structure| 78069-08-6

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Product Details of [ 78069-08-6 ]

CAS No. :78069-08-6
Formula : C12H14O4
M.W : 222.24
SMILES Code : COC(=O)COC1=CC=C(CC(C)=O)C=C1
MDL No. :MFCD03428531

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Application In Synthesis of [ 78069-08-6 ]

* 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 [ 78069-08-6 ]

[ 78069-08-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 23972-42-1 ]
  • [ 144-55-8 ]
  • [ 78069-08-6 ]
  • 4-[2-(2-phenylmorpholino)propyl]phenoxyacetic acid methyl ester hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium cyanoborohydride; In methanol; diethyl ether; dichloromethane; EXAMPLE 1 4-[2-(2-Phenylmorpholino)propyl]phenoxyacetic acid methyl ester hydrochloride A mixture of 2-phenylmorpholine hydrochloride (6.05 g), 1-(4-carbomethoxymethoxyphenyl)propan-2-one (6.63 g) and sodium cyanoborohydride (1.61 g) in methanol (100 ml) was stirred at room temperature for 22 hours. The solvent was removed under reduced pressure and aqueous sodium bicarbonate solution added to the residue and extracted with dichloromethane (*2). The extracts were washed with aqueous sodium bicarbonate, dried over anhydrous magnesium sulphate, filtered and the filtrate evaporated to dryness to give an oil. Chromatography on silica gel in 0→7% methanol in dichloromethane gave an oil which was dissolved in diethyl ether and treated with an ethereal solution of hydrogen chloride. Evaporation to dryness and trituration of the residue with ethyl acetate gave a solid. Recrystallisation of this solid gave the title compound, m.p. 187-190 C. (methanol-ethyl acetate), of analytical purity. 1 H nmr δ(DMSO-d6). 1.15 (3H,d), 2.6-3.65 (7H,m), 3.70 (3H,s), 4.2 (2H,m), 4.75 (2H,s), 5.15 (1H,d), 6.9 (2H,d), 7.25 (2H,d), 7.3-7.6 (5H,m), 12.0 (1H, broad; exchanges with D2 O). The mother liquors from the above crystallisation were evaporated to dryness and subsequently used in Example 2.
 

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