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[ CAS No. 834-17-3 ] {[proInfo.proName]}

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Chemical Structure| 834-17-3
Chemical Structure| 834-17-3
Structure of 834-17-3 * Storage: {[proInfo.prStorage]}
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Product Details of [ 834-17-3 ]

CAS No. :834-17-3 MDL No. :
Formula : C14H14O Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 198.26 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 834-17-3 ]

* 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 [ 834-17-3 ]
  • Downstream synthetic route of [ 834-17-3 ]

[ 834-17-3 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 834-17-3 ]
  • [ 101093-56-5 ]
YieldReaction ConditionsOperation in experiment
19 mmol, 17% With trichlorophosphate In N,N-dimethyl-formamide a]
4-Benzyloxy-2-methyl-benzaldehyde
Dry N,N-dimethylformamide (34.2 ml, 444 mmol) was added dropwise with stirring and cooling under an argon atmosphere to phosphorous oxychloride (18.3 ml, 200 mmol) at such a rate that the temperature did not exceed 10° C. After 30 min stirring at 0° C., a solution of 1-benzyloxy-3-methyl-benzene (22 g, 111 mmol) in N,N-dimethylformamide (22 ml) was added dropwise within 30 min (for the preparation of 1-benzyloxy-3-methyl-benzene see: D. Bogdal, J. Pielichowski, A. Boron, Syn. Commun. 1998, 28, 3029-3039).
The reaction mixture was stirred 30 min at ambient temperature and then continuously heated to 110° C.
After 10 min at 110° C., the mixture was kept at 90° C. for 3.5 h, cooled to 10° C., neutralized with 25percent aqueous sodium acetate, with cooling, and extracted with ethyl acetate.
The combined organic layers were washed with saturated aqueous sodium bicarbonate and brine and dried over sodium sulfate.
Removal of the solvent under reduced pressure gave a brown oil which was purified by column chromatography (silica gel, hexane/AcOEt=19/1) to give 4.3 g (19 mmol, 17percent) of the title compound as yellow solid.
MS: 226.1 (M)+, 91.2.
NMR: (CDCl3, 1H, 400 MHz, δ, TMS) 2.65 (s, 3H), 5.13 (s, 2H), 6.83 (d, J=1.6, 1H), 6.91 (dxd, J=8.8, J=1.6, 1H), 7.32-7.44 (m, 5H), 7.75 (d, J=8.8, 1H), 10.12 (s, 1H).
Reference: [1] Patent: US2003/55265, 2003, A1,
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