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[ CAS No. 109089-77-2 ] {[proInfo.proName]}

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Chemical Structure| 109089-77-2
Chemical Structure| 109089-77-2
Structure of 109089-77-2 * Storage: {[proInfo.prStorage]}
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Product Details of [ 109089-77-2 ]

CAS No. :109089-77-2 MDL No. :MFCD01098026
Formula : C17H18O3 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 270.32 Pubchem ID :-
Synonyms :

Safety of [ 109089-77-2 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 109089-77-2 ]

* 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 [ 109089-77-2 ]
  • Downstream synthetic route of [ 109089-77-2 ]

[ 109089-77-2 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 109089-77-2 ]
  • [ 124937-73-1 ]
YieldReaction ConditionsOperation in experiment
97%
Stage #1: With sodium tetrahydroborate In tetrahydrofuran at 20℃;
Stage #2: With methanesulfonic acid In tetrahydrofuran at 20 - 70℃;
A solution of 0.5 kg 3-(2-methoxy-5-methylphenyl) -3-phenyl propionic acid in 2.0 L tetrahydrofuran was added drop wise in the suspension of 0.105 kg sodium borohydride in 0.5 L tetrahydrofuran within 2 hrs. After completion of addition, reaction mixture was stirred at RT for 2 hrs. 0.177 kg methanesulfonic acid was added drop wise within 1 hrs. After completion of addition, reaction mixture was stirred at RT for 1 hr. The reaction mixture was stirred at 65-7O0C for 8-10 hrs. After completion of reaction, reaction mixture was cooled at 0-50C. The reaction mixture was acidified with 0.25 L IM aq. HCl up to pH 2-3, and then reaction mixture was extracted with ethyl acetate (1 L x 2). The organic layers were washed with 2.0 L water 2.0 L brine. The solvent was distilled out to dryness at reduced pressure (30-40 mm Hg) to obtain 3-(2-methoxy-5-methylphenyl)-3-phenyl propanol (Yield: 0.462 kg, 97percent)[167] HPLC Purity > 95percent.
85%
Stage #1: With sodium tetrahydroborate In tetrahydrofuran at 20℃;
Stage #2: With sulfuric acid In tetrahydrofuran at 20 - 70℃;
Example 2 [158] Preparation of 3-(2-methoxy-5-methylphenyl)-3-phenyl propanol; [159](III) (IV) [161] [162] A solution of 0.5 kg of 3-(2-methoxy-5-methylphenyl)-3-phenyl propionic acid in 1.5 L tetrahydrofuran was added drop wise in the suspension of 0.105 Kg of sodium borohydride in 1 L ml tetrahydrofuran under stirring within 2-4 hrs. After completion of addition, reaction mixture was stirred at RT for 2 hrs. 0.181 Kg of Cone. Sulfuric acid was added drop wise within 2-3 hrs. After completion of addition, reaction mixture was stirred at RT for 1-2 hr. The reaction mixture was stirred at 65-7O0C for 6-10 hrs. After completion of reaction, reaction mixture was cooled to 25-3O0C. Saturated brine solution was added to reaction mass and the solution was stirred for 15 min. The organic layer was separated out and distilled it completely. The reaction mass was mixed with aqueous layer and then extracted with dichloromethane (IL x 2). The organic layers were combined and washed with 1 L water ; 1 L brine. The solvent was distilled out to dryness at reduced pressure (30-40 mm Hg) to obtain 3 - (2-methoxy- 5 -methylphenyl) -3 -phenyl propanol.[163] (Yield 0402 Kg, 85percent) [164] HPLC Purity >; 96percent
Reference: [1] Patent: WO2010/46801, 2010, A2, . Location in patent: Page/Page column 16
[2] Patent: WO2010/92500, 2010, A2, . Location in patent: Paragraph 157-164
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